3-(1-(6,6-difluoro-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b]indol-4-yl)-4-(dimethylamino)piperidine-4-carboxamido)phenyl dimethylcarbamate

ID: ALA3797658

PubChem CID: 127047688

Max Phase: Preclinical

Molecular Formula: C27H33F2N7O3

Molecular Weight: 541.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)Oc1cccc(NC(=O)C2(N(C)C)CCN(c3ncnc4[nH]c5c(c34)CC(F)(F)CC5)CC2)c1

Standard InChI:  InChI=1S/C27H33F2N7O3/c1-34(2)25(38)39-18-7-5-6-17(14-18)32-24(37)26(35(3)4)10-12-36(13-11-26)23-21-19-15-27(28,29)9-8-20(19)33-22(21)30-16-31-23/h5-7,14,16H,8-13,15H2,1-4H3,(H,32,37)(H,30,31,33)

Standard InChI Key:  PUQNSBRQHFAIKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.5631    6.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8715    6.0973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5495    8.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7372   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  6  7  1  0
  7 33  1  0
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  8  9  1  0
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  9 10  1  0
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 32 33  2  0
 32 37  1  0
 33 34  1  0
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 35 36  1  0
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 36 38  1  0
 36 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3797658

   ---

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: 541.60

Molecular Weight (Monoisotopic): 541.2613

AlogP: 3.68

#Rotatable Bonds: 5

Polar Surface Area: 106.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.78

CX Basic pKa: 7.82

CX LogP: 2.81

CX LogD: 2.24

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.51

Np Likeness Score: -1.00

References

1. Alen J, Bourin A, Boland S, Geraets J, Schroeders P, Defert O.  (2016)  Tetrahydro-pyrimido-indoles as selective LIMK inhibitors: synthesis, selectivity profiling and structureactivity studies,  7  (3): [10.1039/C5MD00473J]

Source

Source(1):

• Scientific Literature