1-(cyclopropylmethyl)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-methyl-6-(4-(morpholinomethyl)phenyl)indoline-4-carboxamide

ID: ALA3896239

PubChem CID: 134134122

Max Phase: Preclinical

Molecular Formula: C33H40N4O3

Molecular Weight: 540.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(CNC(=O)c2cc(-c3ccc(CN4CCOCC4)cc3)cc3c2C(C)CN3CC2CC2)c(=O)[nH]1

Standard InChI:  InChI=1S/C33H40N4O3/c1-21-14-23(3)35-33(39)29(21)17-34-32(38)28-15-27(16-30-31(28)22(2)18-37(30)20-25-4-5-25)26-8-6-24(7-9-26)19-36-10-12-40-13-11-36/h6-9,14-16,22,25H,4-5,10-13,17-20H2,1-3H3,(H,34,38)(H,35,39)

Standard InChI Key:  PYGGXHPKSYBVSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.9329  -12.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2304  -12.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2394  -13.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2124  -10.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3001  -14.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0115  -14.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7140  -14.5656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3149   -8.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3239   -9.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7378   -9.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7330   -8.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0174   -8.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6034   -8.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313   -8.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1097  -15.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2717  -14.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
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  4  9  2  0
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  5 10  1  0
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 20 21  1  0
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 24 25  1  0
 20 25  1  0
 19 23  1  0
 16 19  1  0
  7 13  1  0
  3 26  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 28 33  1  0
 28 34  2  0
 32 35  1  0
 30 36  1  0
 27 29  1  0
 12 27  1  0
 38 39  1  0
 39 40  1  0
 38 40  1  0
 37 38  1  0
  1 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3896239

   ---

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: 540.71

Molecular Weight (Monoisotopic): 540.3100

AlogP: 4.75

#Rotatable Bonds: 8

Polar Surface Area: 77.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.64

CX Basic pKa: 7.19

CX LogP: 3.81

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.43

Np Likeness Score: -1.12

References

1. Ansari A, Satalkar S, Patil V, Shete AS, Kaur S, Gupta A, Singh S, Raja M, Severance DL, Bernales S, Chakravarty S, Hung DT, Pham SM, Herrera FJ, Rai R..  (2017)  Novel 3-methylindoline inhibitors of EZH2: Design, synthesis and SAR.,  27  (2): [PMID:27923618] [10.1016/j.bmcl.2016.11.080]

2. Ansari A, Satalkar S, Patil V, Shete AS, Kaur S, Gupta A, Singh S, Raja M, Severance DL, Bernales S, Chakravarty S, Hung DT, Pham SM, Herrera FJ, Rai R..  (2017)  Novel 3-methylindoline inhibitors of EZH2: Design, synthesis and SAR.,  27  (2): [PMID:27923618] [10.1016/j.bmcl.2016.11.080]

Source

Source(1):

• Scientific Literature