rac-N-[1-(3,4-Dichlorophenyl)-4-(2-hydroxyethyl)-4,5-dihydro-1H-pyrazol-3-yl]-4-pyridinecarboxamide

ID: ALA4538292

PubChem CID: 155548988

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N4O2

Molecular Weight: 379.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1=NN(c2ccc(Cl)c(Cl)c2)CC1CCO)c1ccncc1

Standard InChI:  InChI=1S/C17H16Cl2N4O2/c18-14-2-1-13(9-15(14)19)23-10-12(5-8-24)16(22-23)21-17(25)11-3-6-20-7-4-11/h1-4,6-7,9,12,24H,5,8,10H2,(H,21,22,25)

Standard InChI Key:  XHACMMNMQIKLAQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.1421  -22.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9672  -22.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239  -21.3970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5547  -20.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895  -21.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047  -21.1423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329  -20.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1480  -20.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457  -19.7830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0052  -21.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6176  -21.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4019  -21.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5752  -20.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9579  -20.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1758  -20.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1277  -19.2742    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.3599  -20.3806    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6563  -22.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909  -23.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5050  -24.2690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9813  -19.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1973  -19.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834  -19.5736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7589  -20.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5426  -20.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 10  1  0
 14 16  1  0
 13 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538292

   ---

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: 379.25

Molecular Weight (Monoisotopic): 378.0650

AlogP: 2.95

#Rotatable Bonds: 4

Polar Surface Area: 77.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.64

CX Basic pKa: 4.22

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.86

Np Likeness Score: -1.05

References

1. Simpson GL, Bertrand SM, Borthwick JA, Campobasso N, Chabanet J, Chen S, Coggins J, Cottom J, Christensen SB, Dawson HC, Evans HL, Hobbs AN, Hong X, Mangatt B, Munoz-Muriedas J, Oliff A, Qin D, Scott-Stevens P, Ward P, Washio Y, Yang J, Young RJ..  (2019)  Identification and Optimization of Novel Small c-Abl Kinase Activators Using Fragment and HTS Methodologies.,  62  (4): [PMID:30689376] [10.1021/acs.jmedchem.8b01872]

Source

Source(1):

• Scientific Literature