Coumabiocin E

ID: ALA1097291

Chembl Id: CHEMBL1097291

PubChem CID: 54734321

Max Phase: Preclinical

Molecular Formula: C31H36N2O12

Molecular Weight: 628.63

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Coumabiocin E | Coumabiocin E|CHEMBL1097291|CHEBI:198245|[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)benzoyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate

Canonical SMILES:  C=C(C)C(O)Cc1cc(C(=O)Nc2c(O)c3ccc(O[C@@H]4OC(C)(C)[C@H](OC)[C@@H](OC(N)=O)[C@H]4O)c(C)c3oc2=O)ccc1O

Standard InChI:  InChI=1S/C31H36N2O12/c1-13(2)19(35)12-16-11-15(7-9-18(16)34)27(38)33-21-22(36)17-8-10-20(14(3)24(17)43-28(21)39)42-29-23(37)25(44-30(32)40)26(41-6)31(4,5)45-29/h7-11,19,23,25-26,29,34-37H,1,12H2,2-6H3,(H2,32,40)(H,33,38)/t19?,23-,25+,26-,29-/m1/s1

Standard InChI Key:  NXIHCVXNQGOJKR-ORVJENOTSA-N

Alternative Forms

1. Parent:

   

   ALA1097291

   COUMABIOCIN E

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 628.63

Molecular Weight (Monoisotopic): 628.2268

AlogP: 2.60

#Rotatable Bonds: 9

Polar Surface Area: 220.24

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.48

CX Basic pKa:

CX LogP: 2.09

CX LogD: 0.19

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: 1.50

References

1. Cheenpracha S, Vidor NB, Yoshida WY, Davies J, Chang LC..  (2010)  Coumabiocins A-F, aminocoumarins from an organic extract of Streptomyces sp. L-4-4.,  73  (5): [PMID:20384319] [10.1021/np900843b]

Source

Source(1):

• Scientific Literature