N-(3-((4-methylpiperazin-1-yl)methyl)-5-(trifluoromethyl)phenyl)-2-(pyrimidin-5-yl)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide

ID: ALA4095191

PubChem CID: 130364468

Max Phase: Preclinical

Molecular Formula: C27H29F3N6O

Molecular Weight: 510.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2cc(NC(=O)c3ccc4c(c3)CN(c3cncnc3)CC4)cc(C(F)(F)F)c2)CC1

Standard InChI:  InChI=1S/C27H29F3N6O/c1-34-6-8-35(9-7-34)16-19-10-23(27(28,29)30)13-24(11-19)33-26(37)21-3-2-20-4-5-36(17-22(20)12-21)25-14-31-18-32-15-25/h2-3,10-15,18H,4-9,16-17H2,1H3,(H,33,37)

Standard InChI Key:  HDTCSYZQKDPDHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.3688   -1.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.0700   -3.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4835   -3.3190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 37 32  1  0
  9 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095191

   ---

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: 510.56

Molecular Weight (Monoisotopic): 510.2355

AlogP: 4.06

#Rotatable Bonds: 5

Polar Surface Area: 64.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.65

CX LogP: 3.68

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.56

Np Likeness Score: -1.63

References

1. Wang Z, Zhang Y, Bartual SG, Luo J, Xu T, Du W, Xun Q, Tu Z, Brekken RA, Ren X, Bullock AN, Liang G, Lu X, Ding K..  (2017)  Tetrahydroisoquinoline-7-carboxamide Derivatives as New Selective Discoidin Domain Receptor 1 (DDR1) Inhibitors.,  8  (3): [PMID:28337325] [10.1021/acsmedchemlett.6b00497]

2. Wang Z, Bian H, Bartual SG, Du W, Luo J, Zhao H, Zhang S, Mo C, Zhou Y, Xu Y, Tu Z, Ren X, Lu X, Brekken RA, Yao L, Bullock AN, Su J, Ding K..  (2016)  Structure-Based Design of Tetrahydroisoquinoline-7-carboxamides as Selective Discoidin Domain Receptor 1 (DDR1) Inhibitors.,  59  (12): [PMID:27219676] [10.1021/acs.jmedchem.6b00140]

Source

Source(1):

• Scientific Literature