7-(3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)-N-(3-chlorophenyl)-1H-indole-2-carboxamide

ID: ALA2207821

PubChem CID: 71454308

Max Phase: Preclinical

Molecular Formula: C30H29ClN6O2

Molecular Weight: 541.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2nc(C(C)(C)C)cc2NC(=O)Nc2cccc3cc(C(=O)Nc4cccc(Cl)c4)[nH]c23)cc1

Standard InChI:  InChI=1S/C30H29ClN6O2/c1-18-11-13-22(14-12-18)37-26(17-25(36-37)30(2,3)4)35-29(39)34-23-10-5-7-19-15-24(33-27(19)23)28(38)32-21-9-6-8-20(31)16-21/h5-17,33H,1-4H3,(H,32,38)(H2,34,35,39)

Standard InChI Key:  DWYCGUDGRAMCRE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.7799   -6.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6510   -4.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4782   -3.9921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6674   -3.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2553   -3.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4381   -3.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0272   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4317   -0.3837    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2207821

   7-[[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]carbamoylamino]-N-(3-chlorophenyl)-1H-indole-2-carboxamide

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: 541.06

Molecular Weight (Monoisotopic): 540.2041

AlogP: 7.51

#Rotatable Bonds: 5

Polar Surface Area: 103.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.61

CX Basic pKa: 1.90

CX LogP: 7.45

CX LogD: 7.45

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: -1.91

References

1. Bhattacharya SK, Aspnes GE, Bagley SW, Boehm M, Brosius AD, Buckbinder L, Chang JS, Dibrino J, Eng H, Frederick KS, Griffith DA, Griffor MC, Guimarães CR, Guzman-Perez A, Han S, Kalgutkar AS, Klug-McLeod J, Garcia-Irizarry C, Li J, Lippa B, Price DA, Southers JA, Walker DP, Wei L, Xiao J, Zawistoski MP, Zhao X..  (2012)  Identification of novel series of pyrazole and indole-urea based DFG-out PYK2 inhibitors.,  22  (24): [PMID:23153798] [10.1016/j.bmcl.2012.10.039]

Source

Source(1):

• Scientific Literature