Trienomycin B

ID: ALA4212488

Chembl Id: CHEMBL4212488

PubChem CID: 13787476

Max Phase: Preclinical

Molecular Formula: C34H48N2O7

Molecular Weight: 596.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C/C=C/C=C/C[C@H](OC(=O)[C@@H](C)NC(=O)CC(C)C)[C@H](C)[C@@H](O)/C(C)=C\CCc2cc(O)cc(c2)NC(=O)C1

Standard InChI:  InChI=1S/C34H48N2O7/c1-22(2)17-31(38)35-25(5)34(41)43-30-16-11-9-7-8-10-15-29(42-6)21-32(39)36-27-18-26(19-28(37)20-27)14-12-13-23(3)33(40)24(30)4/h7-11,13,15,18-20,22,24-25,29-30,33,37,40H,12,14,16-17,21H2,1-6H3,(H,35,38)(H,36,39)/b8-7+,11-9+,15-10+,23-13-/t24-,25+,29-,30-,33-/m0/s1

Standard InChI Key:  JPHBJDDGVQSIGJ-SDTWVATMSA-N

Alternative Forms

1. Parent:

   

   ALA4212488

   Trienomycin B

Molecule Features

Natural Product: No

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: 596.77

Molecular Weight (Monoisotopic): 596.3462

AlogP: 5.15

#Rotatable Bonds: 6

Polar Surface Area: 134.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.32

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.92

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.26

Np Likeness Score: 1.58

References

1. Tang D, Liu LL, He QR, Yan W, Li D, Gao JM..  (2018)  Ansamycins with Antiproliferative and Antineuroinflammatory Activity from Moss-Soil-Derived Streptomyces cacaoi subsp. asoensis H2S5.,  81  (9): [PMID:30132670] [10.1021/acs.jnatprod.8b00203]

2. Yang X, Wu W, Li H, Zhang M, Chu Z, Wang X, Sun P..  (2022)  Natural occurrence, bioactivity, and biosynthesis of triene-ansamycins.,  244  [PMID:36240545] [10.1016/j.ejmech.2022.114815]

Source

Source(1):

• Scientific Literature