N-Benzyl-3-(((3-(3-(hydroxymethyl)pyridin-4-yl)-1H-1,2,4-triazol-5-yl)methyl)amino)-benzamide

ID: ALA4098177

PubChem CID: 137660643

Max Phase: Preclinical

Molecular Formula: C23H22N6O2

Molecular Weight: 414.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccc1)c1cccc(NCc2nc(-c3ccncc3CO)n[nH]2)c1

Standard InChI:  InChI=1S/C23H22N6O2/c30-15-18-13-24-10-9-20(18)22-27-21(28-29-22)14-25-19-8-4-7-17(11-19)23(31)26-12-16-5-2-1-3-6-16/h1-11,13,25,30H,12,14-15H2,(H,26,31)(H,27,28,29)

Standard InChI Key:  QFADBQQWVFQUHB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    1.3792  -11.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176  -11.5164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015  -12.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507  -12.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2163  -12.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291  -11.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646  -12.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750  -13.3126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9918  -13.3629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2932  -12.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598  -12.0768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0986  -12.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638  -13.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103  -13.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8026  -13.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0516  -12.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940  -11.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6915  -12.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4509  -12.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7926  -10.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7344  -11.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5351  -10.8752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1782  -10.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7756  -10.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5763   -9.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1328  -10.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9329  -10.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1740   -9.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6131   -8.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8151   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041  -10.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 10 12  1  0
 12 13  1  0
 19 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13 19  1  0
  6 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 20 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098177

   ---

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: 414.47

Molecular Weight (Monoisotopic): 414.1804

AlogP: 2.90

#Rotatable Bonds: 8

Polar Surface Area: 115.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.39

CX Basic pKa: 2.75

CX LogP: 2.19

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.51

References

1. Okawa T, Aramaki Y, Yamamoto M, Kobayashi T, Fukumoto S, Toyoda Y, Henta T, Hata A, Ikeda S, Kaneko M, Hoffman ID, Sang BC, Zou H, Kawamoto T..  (2017)  Design, Synthesis, and Evaluation of the Highly Selective and Potent G-Protein-Coupled Receptor Kinase 2 (GRK2) Inhibitor for the Potential Treatment of Heart Failure.,  60  (16): [PMID:28699740] [10.1021/acs.jmedchem.7b00443]

Source

Source(1):

• Scientific Literature