methyl 2-(3-(1-(6,6-difluoro-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b]indol-4-yl)-4-(dimethylamino)piperidine-4-carboxamido)phenyl)acetate

ID: ALA3799270

PubChem CID: 127046990

Max Phase: Preclinical

Molecular Formula: C27H32F2N6O3

Molecular Weight: 526.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Cc1cccc(NC(=O)C2(N(C)C)CCN(c3ncnc4[nH]c5c(c34)CC(F)(F)CC5)CC2)c1

Standard InChI:  InChI=1S/C27H32F2N6O3/c1-34(2)26(25(37)32-18-6-4-5-17(13-18)14-21(36)38-3)9-11-35(12-10-26)24-22-19-15-27(28,29)8-7-20(19)33-23(22)30-16-31-24/h4-6,13,16H,7-12,14-15H2,1-3H3,(H,32,37)(H,30,31,33)

Standard InChI Key:  DTVFQHOXYKFHFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.7652    0.2052    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2716    6.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 32  1  0
 30 33  1  0
 20 34  1  0
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 35 36  1  0
 35 37  2  0
 36 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3799270

   ---

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: 526.59

Molecular Weight (Monoisotopic): 526.2504

AlogP: 3.34

#Rotatable Bonds: 6

Polar Surface Area: 103.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.06

CX Basic pKa: 7.84

CX LogP: 2.87

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.48

Np Likeness Score: -0.84

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