ID: ALA554992

Max Phase: Preclinical

Molecular Formula: C41H60N4O8

Molecular Weight: 736.95

Molecule Type: Small molecule

Representations

Synonyms (1): Hantupeptin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  C#CCCC[C@@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)OC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@H](C(C)C)NC(=O)C1C

Standard InChI:  InChI=1S/C41H60N4O8/c1-11-13-15-22-31-28(8)36(46)42-33(25(3)4)39(49)44(10)35(27(7)12-2)41(51)53-32(24-29-19-16-14-17-20-29)38(48)45-23-18-21-30(45)37(47)43(9)34(26(5)6)40(50)52-31/h1,14,16-17,19-20,25-28,30-35H,12-13,15,18,21-24H2,2-10H3,(H,42,46)/t27-,28?,30-,31-,32-,33-,34-,35-/m0/s1

Standard InChI Key:  QEERUAVEBIAUIV-QUIBGUPGSA-N

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

Properties

Molecular Weight: 736.95

Molecular Weight (Monoisotopic): 736.4411

AlogP: 3.99

#Rotatable Bonds: 9

Polar Surface Area: 142.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.52

CX Basic pKa:

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.23

Np Likeness Score: 1.36

References

1. Tripathi A, Puddick J, Prinsep MR, Lee PP, Tan LT..  (2009)  Hantupeptin A, a cytotoxic cyclic depsipeptide from a Singapore collection of Lyngbya majuscula.,  72  (1): [PMID:19093843] [10.1021/np800448t]

2. Salvador LA, Biggs JS, Paul VJ, Luesch H..  (2011)  Veraguamides A-G, cyclic hexadepsipeptides from a dolastatin 16-producing cyanobacterium Symploca cf. hydnoides from Guam.,  74  (5): [PMID:21446699] [10.1021/np200076t]

Source

Source(1):

• Scientific Literature