N-(biphenyl-3-yl)-4-(dimethylamino)-1-(6,7,8,9-tetrahydro-5H-pyrimido[4,5-b]indol-4-yl)piperidine-4-carboxamide

ID: ALA3797519

Chembl Id: CHEMBL3797519

PubChem CID: 127047575

Max Phase: Preclinical

Molecular Formula: C30H34N6O

Molecular Weight: 494.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C1(C(=O)Nc2cccc(-c3ccccc3)c2)CCN(c2ncnc3[nH]c4c(c23)CCCC4)CC1

Standard InChI:  InChI=1S/C30H34N6O/c1-35(2)30(29(37)33-23-12-8-11-22(19-23)21-9-4-3-5-10-21)15-17-36(18-16-30)28-26-24-13-6-7-14-25(24)34-27(26)31-20-32-28/h3-5,8-12,19-20H,6-7,13-18H2,1-2H3,(H,33,37)(H,31,32,34)

Standard InChI Key:  LKTNBFFMIICAFJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3797519

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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: 494.64

Molecular Weight (Monoisotopic): 494.2794

AlogP: 5.04

#Rotatable Bonds: 5

Polar Surface Area: 77.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.08

CX Basic pKa: 7.84

CX LogP: 5.25

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: -1.08

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]

2. Manetti F..  (2018)  Recent advances in the rational design and development of LIM kinase inhibitors are not enough to enter clinical trials.,  155  [PMID:29908439] [10.1016/j.ejmech.2018.06.016]

Source

Source(1):

• Scientific Literature