4-[(3-chloro-4-methoxy-phenyl)methylamino]-2-[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(2-pyridylmethyl)pyrimidine-5-carboxamide

ID: ALA4757017

PubChem CID: 162656398

Max Phase: Preclinical

Molecular Formula: C24H27ClN6O3

Molecular Weight: 482.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCC[C@@H]3CO)ncc2C(=O)NCc2ccccn2)cc1Cl

Standard InChI:  InChI=1S/C24H27ClN6O3/c1-34-21-8-7-16(11-20(21)25)12-27-22-19(23(33)28-13-17-5-2-3-9-26-17)14-29-24(30-22)31-10-4-6-18(31)15-32/h2-3,5,7-9,11,14,18,32H,4,6,10,12-13,15H2,1H3,(H,28,33)(H,27,29,30)/t18-/m1/s1

Standard InChI Key:  BGQRCENSNLFTCS-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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   18.7433   -6.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4514   -6.5856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2062   -7.3959    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.2048   -9.0324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4969   -8.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0365   -4.1315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3290   -5.3574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3286   -3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6210   -4.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6241   -4.9441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757017

   ---

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: 482.97

Molecular Weight (Monoisotopic): 482.1833

AlogP: 3.04

#Rotatable Bonds: 9

Polar Surface Area: 112.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: 5.57

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.48

References

1. Shaaban MA,Elshaier YAMM,Hammad AH,Farag NA,Hassan Haredy H,AbdEl-Ghany AA,Mohamed KO.  (2020)  Design and synthesis of pyrazolo[3,4-d]pyrimidinone derivatives: Discovery of selective phosphodiesterase-5 inhibitors.,  30  (16): [PMID:32631538] [10.1016/j.bmcl.2020.127337]

Source

Source(1):

• Scientific Literature