Valhidepsin B

ID: ALA5267741

Chembl Id: CHEMBL5267741

Max Phase: Preclinical

Molecular Formula: C40H68N8O9

Molecular Weight: 805.03

Names and Identifiers

Canonical SMILES:  CCCCCC/C=C\CC(=O)N[C@@H](CO)C(=O)N[C@@H](C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](C(=O)O)C(C)C)C(C)C)C(C)C

Standard InChI:  InChI=1S/C40H68N8O9/c1-10-11-12-13-14-15-16-17-31(50)43-30(21-49)37(53)47-33(25(6)7)39(55)45-29(19-27-20-41-22-42-27)36(52)46-32(24(4)5)38(54)44-28(18-23(2)3)35(51)48-34(26(8)9)40(56)57/h15-16,20,22-26,28-30,32-34,49H,10-14,17-19,21H2,1-9H3,(H,41,42)(H,43,50)(H,44,54)(H,45,55)(H,46,52)(H,47,53)(H,48,51)(H,56,57)/b16-15-/t28-,29+,30+,32+,33-,34+/m1/s1

Standard InChI Key:  LMTGORJWNHBBDL-YGERNHPLSA-N

Alternative Forms

1. Parent:

   

   ALA5267741

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 805.03

Molecular Weight (Monoisotopic): 804.5109

AlogP: 1.87

#Rotatable Bonds: 27

Polar Surface Area: 260.81

Molecular Species: ACID

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.93

CX Basic pKa: 6.53

CX LogP: 1.19

CX LogD: 0.28

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.05

Np Likeness Score: 0.38

References

1. Pistorius D, Buntin K, Richard E, Rust M, Bouquet C, Wollbrett S, Weber E, Dietschin D, Bruccoleri R, Oakeley E, Petersen F..  (2023)  Valhidepsin Lipopeptides from Chromobacterium vaccinii: Structures, Biosynthesis, and Coregulation with FR900359 Production.,  86  (2.0): [PMID:36745695] [10.1021/acs.jnatprod.2c00825]

Source

Source(1):

• Scientific Literature