Natural Product: ENC000842

NPs Basic Information

Download MOL File
Name
Fumitremorgin A
Molecular Formula C32H41N3O7
IUPAC Name*
(9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-(3-methylbut-2-enoxy)-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
SMILES
CC(=CCO[C@H]1C2=C3[C@H](CC(OO[C@@H](N3C4=C2C=CC(=C4)OC)C=C(C)C)(C)C)N5[C@@]1(C(=O)N6CCC[C@H]6C5=O)O)C
InChI
InChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1
InChIKey
ACGHJVZDNQZJOV-BMOJZYMJSA-N
Synonyms
Fumitremorgin A; 12626-18-5; ZR1C7949XT; (9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-(3-methylbut-2-enoxy)-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione; (5R,10S,10aR,14aS,15bS)-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methylbut-2-en-1-yl)oxy]-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(H,13H)-dione; UNII-ZR1C7949XT; FUMITREMORGEN A; SCHEMBL1887086; ACon1_001759; CHEBI:72766; BRD8008; DTXSID30925479; BRD-8008; ZINC38139608; NCGC00180170-01; NCGC00180170-02; 5H-12H-3,4-Dioxa-5a,11a,15a-triazacyclooct(lm)indeno(5,6-b)fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-((3-methyl-2-butenyl)oxy)-5-(2-methyl-1-propenyl)-, (5R,10S,10aR,14aS,15bS)-; 5H-12H-3,4-Dioxa-5a,11a,15a-triazacyclooct(lm)indeno(5,6-b)fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-((3-methyl-2-butenyl)oxy)-5-(2-methyl-1-propenyl)-, (5R-(5-alpha,10-alpha,10a-alpha,14a-alpha,15b-alpha))-; C20564; BRD-K19808008-001-01-0; Q27140132; NCGC00180170-02_C32H41N3O7_5H,12H-3,4-Dioxa-5a,11a,15a-triazacyclooct[lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methyl-2-buten-1-yl)oxy]-5-(2-methyl-1-propen-1-yl)-, (5R,10S,10aR,14aS,15bS)-
CAS 12626-18-5
PubChem CID 107713
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Pyridoindoles
          • Direct Parent: Beta carbolines

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

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NPs Physi-Chem Properties

Molecular Weight: 579.7 ALogp: 3.8
HBD: 1 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Rejected
Polar Surface Area: 103.0 Aromatic Rings: 6
Heavy Atoms: 42 QED Weighted: 0.382

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.743 MDCK Permeability: 0.00001360
Pgp-inhibitor: 1 Pgp-substrate: 0.764
Human Intestinal Absorption (HIA): 0.051 20% Bioavailability (F20%): 0.169
30% Bioavailability (F30%): 0.841

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.453 Plasma Protein Binding (PPB): 90.43%
Volume Distribution (VD): 1.304 Fu: 4.14%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.119
CYP2C19-inhibitor: 0.634 CYP2C19-substrate: 0.923
CYP2C9-inhibitor: 0.826 CYP2C9-substrate: 0.46
CYP2D6-inhibitor: 0.031 CYP2D6-substrate: 0.136
CYP3A4-inhibitor: 0.745 CYP3A4-substrate: 0.94

ADMET: Excretion

Clearance (CL): 9.59 Half-life (T1/2): 0.107

ADMET: Toxicity

hERG Blockers: 0.045 Human Hepatotoxicity (H-HT): 0.997
Drug-inuced Liver Injury (DILI): 0.989 AMES Toxicity: 0.062
Rat Oral Acute Toxicity: 0.034 Maximum Recommended Daily Dose: 0.991
Skin Sensitization: 0.271 Carcinogencity: 0.169
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.653
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

*Note: the compound similarity was calculated by RDKIT.