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

ID: ALA3798412

PubChem CID: 127046991

Max Phase: Preclinical

Molecular Formula: C26H30F2N6O3

Molecular Weight: 512.56

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H30F2N6O3/c1-37-20(35)12-16-3-2-4-17(11-16)32-24(36)25(14-29)7-9-34(10-8-25)23-21-18-13-26(27,28)6-5-19(18)33-22(21)30-15-31-23/h2-4,11,15H,5-10,12-14,29H2,1H3,(H,32,36)(H,30,31,33)

Standard InChI Key:  GBGCCWYYTLPKCJ-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 O   0  0  0  0  0  0  0  0  0  0  0  0
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 20 32  1  0
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 33 34  1  0
 33 35  2  0
 34 36  1  0
 14 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3798412

   ---

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: 512.56

Molecular Weight (Monoisotopic): 512.2347

AlogP: 2.98

#Rotatable Bonds: 6

Polar Surface Area: 126.23

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.46

CX Basic pKa: 9.16

CX LogP: 2.38

CX LogD: 0.62

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -0.70

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