8-(((1r,4r)-4-aminocyclohexyl)methyl)-6-(2-chloro-4-(6-methylpyrazin-2-yl)phenyl)-2-(ethylamino)pyrido[2,3-d]pyrimidin-7(8H)-one

ID: ALA3770909

PubChem CID: 90466181

Max Phase: Preclinical

Molecular Formula: C27H30ClN7O

Molecular Weight: 504.04

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CCNc1ncc2cc(-c3ccc(-c4cncc(C)n4)cc3Cl)c(=O)n(C[C@H]3CC[C@H](N)CC3)c2n1

Standard InChI:  InChI=1S/C27H30ClN7O/c1-3-31-27-32-13-19-10-22(21-9-6-18(11-23(21)28)24-14-30-12-16(2)33-24)26(36)35(25(19)34-27)15-17-4-7-20(29)8-5-17/h6,9-14,17,20H,3-5,7-8,15,29H2,1-2H3,(H,31,32,34)/t17-,20-

Standard InChI Key:  PJYRMGKJLXENCU-IRJFHVNHSA-N

Molfile:  

     RDKit          2D

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   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0885   -3.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7825   -5.2553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3852   -3.7634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3805   -5.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -6.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0755   -7.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1947    0.4490    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8969    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1985    3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6056    5.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2450    5.8341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 10 29  1  0
M  END

Associated Targets(Human)

KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PAK1 Tchem Serine/threonine-protein kinase PAK 1 (2601 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 504.04Molecular Weight (Monoisotopic): 503.2200AlogP: 4.83#Rotatable Bonds: 6
Polar Surface Area: 111.61Molecular Species: BASEHBA: 8HBD: 2
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 10.45CX LogP: 3.26CX LogD: 0.52
Aromatic Rings: 4Heavy Atoms: 36QED Weighted: 0.39Np Likeness Score: -1.08

References

1. Ndubaku CO, Crawford JJ, Drobnick J, Aliagas I, Campbell D, Dong P, Dornan LM, Duron S, Epler J, Gazzard L, Heise CE, Hoeflich KP, Jakubiak D, La H, Lee W, Lin B, Lyssikatos JP, Maksimoska J, Marmorstein R, Murray LJ, O'Brien T, Oh A, Ramaswamy S, Wang W, Zhao X, Zhong Y, Blackwood E, Rudolph J..  (2015)  Design of Selective PAK1 Inhibitor G-5555: Improving Properties by Employing an Unorthodox Low-pK a Polar Moiety.,  (12): [PMID:26713112] [10.1021/acsmedchemlett.5b00398]

Source