(4-Nitro-phenyl)-(5-nitro-spiro[benzoimidazole-2,1'-cyclohex]-4-yl)-amine

ID: ALA401604

Chembl Id: CHEMBL401604

PubChem CID: 2842239

Max Phase: Preclinical

Molecular Formula: C18H17N5O4

Molecular Weight: 367.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Nc2c([N+](=O)[O-])ccc3c2=NC2(CCCCC2)N=3)cc1

Standard InChI:  InChI=1S/C18H17N5O4/c24-22(25)13-6-4-12(5-7-13)19-17-15(23(26)27)9-8-14-16(17)21-18(20-14)10-2-1-3-11-18/h4-9,19H,1-3,10-11H2

Standard InChI Key:  NTLGLLUFNPMSHA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA401604

   5-nitro-N-(4-nitrophenyl)spiro[benzimidazole-2,1'-cyclohexan]-4-amine

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: 367.37

Molecular Weight (Monoisotopic): 367.1281

AlogP: 3.16

#Rotatable Bonds: 4

Polar Surface Area: 123.03

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.62

CX Basic pKa: 1.63

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -0.96

References

1. Wells JA, McClendon CL..  (2007)  Reaching for high-hanging fruit in drug discovery at protein-protein interfaces.,  450  (7172): [PMID:18075579] [10.1038/nature06526]

2. Viaud J, Zeghouf M, Barelli H, Zeeh JC, Padilla A, Guibert B, Chardin P, Royer CA, Cherfils J, Chavanieu A..  (2007)  Structure-based discovery of an inhibitor of Arf activation by Sec7 domains through targeting of protein-protein complexes.,  104  (25): [PMID:17563369] [10.1073/pnas.0700773104]

Source

Source(1):

• Scientific Literature