2-(5-((3-amino-2-oxopyridin-1(2H)-yl)methyl)-4-(3-phenylpropyl)-4H-1,2,4-triazol-3-ylthio)-N-cyclopentylacetamide hydrochloride

ID: ALA4520417

PubChem CID: 155542209

Max Phase: Preclinical

Molecular Formula: C24H31ClN6O2S

Molecular Weight: 466.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Nc1cccn(Cc2nnc(SCC(=O)NC3CCCC3)n2CCCc2ccccc2)c1=O

Standard InChI:  InChI=1S/C24H30N6O2S.ClH/c25-20-13-7-14-29(23(20)32)16-21-27-28-24(33-17-22(31)26-19-11-4-5-12-19)30(21)15-6-10-18-8-2-1-3-9-18;/h1-3,7-9,13-14,19H,4-6,10-12,15-17,25H2,(H,26,31);1H

Standard InChI Key:  GMJYJGZRPCJMAQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
    1.9446   -1.2670    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8227   -2.4755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822   -3.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8902   -3.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293   -4.1744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0493   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2161   -3.2754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4992   -2.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8211   -4.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379   -5.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297   -6.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2496   -7.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6049   -4.6933    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4109   -4.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9665   -5.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7724   -4.9507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7161   -5.9131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3281   -5.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   -7.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2652   -8.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0878   -8.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4895   -7.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681   -7.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1642   -6.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8811   -6.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4910   -6.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1509   -5.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710   -1.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1144   -1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565   -1.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639   -2.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9490   -1.3530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  2  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 12  1  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 18  1  0
  2 28  1  0
  2 32  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 31 34  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 466.61

Molecular Weight (Monoisotopic): 466.2151

AlogP: 2.85

#Rotatable Bonds: 10

Polar Surface Area: 107.83

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.21

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.92

References

1. Roberti M, Schipani F, Bagnolini G, Milano D, Giacomini E, Falchi F, Balboni A, Manerba M, Farabegoli F, De Franco F, Robertson J, Minucci S, Pallavicini I, Di Stefano G, Girotto S, Pellicciari R, Cavalli A..  (2019)  Rad51/BRCA2 disruptors inhibit homologous recombination and synergize with olaparib in pancreatic cancer cells.,  165  [PMID:30660828] [10.1016/j.ejmech.2019.01.008]

Source

Source(1):

• Scientific Literature