4-[[8-[(1R,2R)-2-hydroxy-2-methyl-cyclopentyl]-7-oxo-pyrido[2,3-d]pyrimidin-2-yl]amino]piperidine-1-sulfonamide

ID: ALA4797526

PubChem CID: 134253141

Max Phase: Preclinical

Molecular Formula: C18H26N6O4S

Molecular Weight: 422.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]1(O)CCC[C@H]1n1c(=O)ccc2cnc(NC3CCN(S(N)(=O)=O)CC3)nc21

Standard InChI:  InChI=1S/C18H26N6O4S/c1-18(26)8-2-3-14(18)24-15(25)5-4-12-11-20-17(22-16(12)24)21-13-6-9-23(10-7-13)29(19,27)28/h4-5,11,13-14,26H,2-3,6-10H2,1H3,(H2,19,27,28)(H,20,21,22)/t14-,18-/m1/s1

Standard InChI Key:  HQILJGFRNJSKKP-RDTXWAMCSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   29.1878  -12.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6005  -12.7985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0089  -12.0862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1402  -13.2153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1391  -14.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8471  -14.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8453  -12.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5540  -13.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5528  -14.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2629  -14.4483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9787  -14.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9799  -13.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2652  -12.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6853  -14.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2640  -15.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6015  -15.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8519  -16.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6691  -16.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9237  -15.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7016  -15.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5012  -16.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4311  -14.4429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7237  -14.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7237  -13.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0204  -12.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3100  -13.2124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3074  -14.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0152  -14.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8946  -13.2059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 15 10  1  1
 19 20  1  0
 19 21  1  1
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26  2  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797526

   ---

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: 422.51

Molecular Weight (Monoisotopic): 422.1736

AlogP: 0.35

#Rotatable Bonds: 4

Polar Surface Area: 143.44

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 2.68

CX LogP: -0.86

CX LogD: -0.86

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -0.56

References

1. Abdel-Magid AF..  (2021)  Potential of Cyclin-Dependent Kinase Inhibitors as Cancer Therapy.,  12  (2): [PMID:33603963] [10.1021/acsmedchemlett.1c00017]

Source

Source(1):

• Scientific Literature