ID: ALA1834207

Max Phase: Preclinical

Molecular Formula: C27H52N2O3

Molecular Weight: 452.72

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CCCCCCCCCCCC/C=C\N(NC(=O)COC)C(=O)CCCCCCCCC

Standard InChI:  InChI=1S/C27H52N2O3/c1-4-6-8-10-12-13-14-15-16-18-20-22-24-29(28-26(30)25-32-3)27(31)23-21-19-17-11-9-7-5-2/h22,24H,4-21,23,25H2,1-3H3,(H,28,30)/b24-22-

Standard InChI Key:  HZOWHYHEDAUGGZ-GYHWCHFESA-N

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

Properties

Molecular Weight: 452.72

Molecular Weight (Monoisotopic): 452.3978

AlogP: 7.46

#Rotatable Bonds: 22

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.50

CX Basic pKa:

CX LogP: 8.02

CX LogD: 8.02

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.14

Np Likeness Score: 0.35

References

1. Ueberschaar N, Ndejouong Ble S, Ding L, Maier A, Fiebig HH, Hertweck C..  (2011)  Hydrazidomycins, cytotoxic alkylhydrazides from Streptomycesatratus.,  21  (19): [PMID:21868221] [10.1016/j.bmcl.2011.07.108]

2. Meyer F, Ueberschaar N, Dahse HM, Hertweck C..  (2013)  Synthesis and biological evaluation of hydrazidomycin analogues.,  23  (22): [PMID:24113061] [10.1016/j.bmcl.2013.09.033]

Source

Source(1):

• Scientific Literature