2-chloro-N-(4-(3-(4-isopropylpiperazin-1-yl)prop-1-yn-1-yl)benzyl)-N-neopentyl-pyrimidin-4-amine

ID: ALA4065230

PubChem CID: 137633720

Max Phase: Preclinical

Molecular Formula: C26H36ClN5

Molecular Weight: 454.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N1CCN(CC#Cc2ccc(CN(CC(C)(C)C)c3ccnc(Cl)n3)cc2)CC1

Standard InChI:  InChI=1S/C26H36ClN5/c1-21(2)31-17-15-30(16-18-31)14-6-7-22-8-10-23(11-9-22)19-32(20-26(3,4)5)24-12-13-28-25(27)29-24/h8-13,21H,14-20H2,1-5H3

Standard InChI Key:  IXDKZEYFSRQOTF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   25.5090   -4.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5078   -5.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2200   -6.1646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9338   -5.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9310   -4.9284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2182   -4.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2158   -3.6977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9264   -3.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5027   -3.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5003   -2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7872   -2.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2109   -2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4939   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6353   -3.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6356   -4.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3478   -4.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0594   -4.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0543   -3.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3415   -3.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7709   -4.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4845   -5.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1981   -5.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9081   -5.3132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6157   -5.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3237   -5.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3244   -4.4908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6110   -4.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9009   -4.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0360   -4.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7481   -4.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0356   -3.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6416   -6.1636    0.0000 Cl  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
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  6  1  1  0
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  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  3  0
 17 20  1  0
 21 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 29  1  0
 29 30  1  0
 29 31  1  0
  4 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065230

   ---

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: 454.06

Molecular Weight (Monoisotopic): 453.2659

AlogP: 4.56

#Rotatable Bonds: 6

Polar Surface Area: 35.50

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.29

CX LogP: 6.04

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -1.35

References

1. Miltz W, Velcicky J, Dawson J, Littlewood-Evans A, Ludwig MG, Seuwen K, Feifel R, Oberhauser B, Meyer A, Gabriel D, Nash M, Loetscher P..  (2017)  Design and synthesis of potent and orally active GPR4 antagonists with modulatory effects on nociception, inflammation, and angiogenesis.,  25  (16): [PMID:28689977] [10.1016/j.bmc.2017.06.050]

Source

Source(1):

• Scientific Literature