(R)-N-(3-Ethyl-5-(4-methyl-1H-imidazol-1-yl)phenyl)-2-(methyl(pyrimidin-5-yl)amino)-2,3-dihydro-1H-indene-5-carboxamide

ID: ALA4541139

PubChem CID: 155551408

Max Phase: Preclinical

Molecular Formula: C27H28N6O

Molecular Weight: 452.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(NC(=O)c2ccc3c(c2)C[C@H](N(C)c2cncnc2)C3)cc(-n2cnc(C)c2)c1

Standard InChI:  InChI=1S/C27H28N6O/c1-4-19-7-23(12-25(8-19)33-15-18(2)30-17-33)31-27(34)21-6-5-20-10-24(11-22(20)9-21)32(3)26-13-28-16-29-14-26/h5-9,12-17,24H,4,10-11H2,1-3H3,(H,31,34)/t24-/m1/s1

Standard InChI Key:  SBGAHKXLTGCPRN-XMMPIXPASA-N

Molfile:  

 
     RDKit          2D

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   21.5382   -3.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2546   -3.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2518   -2.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5364   -1.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.9698   -3.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9712   -4.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6836   -3.2081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3988   -3.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8361   -2.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4200   -2.1940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6139   -2.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6570   -2.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7303   -2.7956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3167   -3.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4915   -3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0781   -4.2193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4896   -4.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3189   -4.9339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7287   -4.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1120   -5.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3985   -6.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3188   -2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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 20 21  2  0
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 22 23  2  0
 23 19  1  0
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  8 25  1  6
 25 26  1  0
 26 27  2  0
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 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 15 32  1  0
 32 33  1  0
 25 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541139

   ---

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: 452.56

Molecular Weight (Monoisotopic): 452.2325

AlogP: 4.39

#Rotatable Bonds: 6

Polar Surface Area: 75.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.91

CX LogP: 4.21

CX LogD: 4.20

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -1.41

References

1. Zhu D, Huang H, Pinkas DM, Luo J, Ganguly D, Fox AE, Arner E, Xiang Q, Tu ZC, Bullock AN, Brekken RA, Ding K, Lu X..  (2019)  2-Amino-2,3-dihydro-1H-indene-5-carboxamide-Based Discoidin Domain Receptor 1 (DDR1) Inhibitors: Design, Synthesis, and in Vivo Antipancreatic Cancer Efficacy.,  62  (16): [PMID:31310125] [10.1021/acs.jmedchem.9b00365]

Source

Source(1):

• Scientific Literature