ID: ALA3989864

Max Phase: Phase

Molecular Formula: C17H23N7O8

Molecular Weight: 453.41

Molecule Type: Small molecule

Representations

Synonyms (2): Duazomycin b | NSC-56654
Synonyms from Alternative Forms(2):

Canonical SMILES:  [N-]=[N+]=CC(=O)CC[C@H](NC(=O)[C@H](CCC(=O)C=[N+]=[N-])NC(=O)CC[C@H](N)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C17H23N7O8/c18-11(16(29)30)3-6-14(27)23-12(4-1-9(25)7-21-19)15(28)24-13(17(31)32)5-2-10(26)8-22-20/h7-8,11-13H,1-6,18H2,(H,23,27)(H,24,28)(H,29,30)(H,31,32)/t11-,12-,13-/m0/s1

Standard InChI Key:  MNHVIVWFCMBFCV-AVGNSLFASA-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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 453.41

Molecular Weight (Monoisotopic): 453.1608

AlogP: -2.47

#Rotatable Bonds: 16

Polar Surface Area: 265.76

Molecular Species: ZWITTERION

HBA: 7

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.96

CX Basic pKa: 9.03

CX LogP: -5.99

CX LogD: -10.53

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.09

Np Likeness Score: 0.50

References

1. Santana L, González-Díaz H, Quezada E, Uriarte E, Yáñez M, Viña D, Orallo F..  (2008)  Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.,  51  (21): [PMID:18834112] [10.1021/jm800656v]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names