1-(4-(4-(1H-pyrrol-1-yl)phenyl)piperazin-1-yl)-4-(5-(3,5-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxybut-2-ene-1,4-dione

ID: ALA3398252

Chembl Id: CHEMBL3398252

PubChem CID: 89826402

Max Phase: Preclinical

Molecular Formula: C37H31F3N4O4

Molecular Weight: 652.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C(\O)C(=O)N1CCN(c2ccc(-n3cccc3)cc2)CC1)c1cc(Cc2cc(F)cc(F)c2)cn(Cc2ccccc2F)c1=O

Standard InChI:  InChI=1S/C37H31F3N4O4/c38-28-18-25(19-29(39)21-28)17-26-20-32(36(47)44(23-26)24-27-5-1-2-6-33(27)40)34(45)22-35(46)37(48)43-15-13-42(14-16-43)31-9-7-30(8-10-31)41-11-3-4-12-41/h1-12,18-23,46H,13-17,24H2/b35-22-

Standard InChI Key:  FVQZBYCHVJMDDI-QHDYCIAZSA-N

Alternative Forms

1. Parent:

   

   ALA3398252

   (Z)-4-[5-[(3,5-difluorophenyl)methyl]-1-[(2-fluorophenyl)methyl]-2-oxopyridin-3-yl]-4-hydroxy-1-[4-(4-pyrrol-1-ylphenyl)piperazin-1-yl]but-3-ene-1,2-dione

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: 652.67

Molecular Weight (Monoisotopic): 652.2297

AlogP: 5.67

#Rotatable Bonds: 9

Polar Surface Area: 87.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.01

CX Basic pKa: 4.59

CX LogP: 6.14

CX LogD: 6.12

Aromatic Rings: 5

Heavy Atoms: 48

QED Weighted: 0.13

Np Likeness Score: -1.27

References

1. Nair V, Okello MO, Mangu NK, Seo BI, Gund MG..  (2015)  A novel molecule with notable activity against multi-drug resistant tuberculosis.,  25  (6): [PMID:25677656] [10.1016/j.bmcl.2015.01.050]

Source

Source(1):

• Scientific Literature