ID: ALA3183844

Max Phase: Preclinical

Molecular Formula: C20H23N5O4

Molecular Weight: 397.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(NC(=O)c2cc([N+](=O)[O-])ccc2/N=C2\CN(C)CCN2C)cc1

Standard InChI:  InChI=1S/C20H23N5O4/c1-23-10-11-24(2)19(13-23)22-18-9-6-15(25(27)28)12-17(18)20(26)21-14-4-7-16(29-3)8-5-14/h4-9,12H,10-11,13H2,1-3H3,(H,21,26)/b22-19+

Standard InChI Key:  UEPCKCAOFFAEMS-ZBJSNUHESA-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: 397.44

Molecular Weight (Monoisotopic): 397.1750

AlogP: 2.76

#Rotatable Bonds: 5

Polar Surface Area: 100.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.85

CX Basic pKa: 5.61

CX LogP: 2.22

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.49

References

1. PubChem BioAssay data set, 

2. Schroeder CE, Yao T, Sotsky J, Smith RA, Roy S, Chu YK, Guo H, Tower NA, Noah JW, McKellip S, Sosa M, Rasmussen L, Smith LH, White EL, Aubé J, Jonsson CB, Chung D, Golden JE..  (2014)  Development of (E)-2-((1,4-dimethylpiperazin-2-ylidene)amino)-5-nitro-N-phenylbenzamide, ML336: Novel 2-amidinophenylbenzamides as potent inhibitors of venezuelan equine encephalitis virus.,  57  (20): [PMID:25244572] [10.1021/jm501203v]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays