US9394297, 451

ID: ALA3950704

Chembl Id: CHEMBL3950704

PubChem CID: 89783801

Max Phase: Preclinical

Molecular Formula: C20H21N5O2

Molecular Weight: 363.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1NC(=O)c2cc(-c3cccc4c(=O)n(C)c(NC5(C)CC5)nc34)[nH]c21

Standard InChI:  InChI=1S/C20H21N5O2/c1-10-15-13(17(26)21-10)9-14(22-15)11-5-4-6-12-16(11)23-19(25(3)18(12)27)24-20(2)7-8-20/h4-6,9-10,22H,7-8H2,1-3H3,(H,21,26)(H,23,24)/t10-/m1/s1

Standard InChI Key:  QBCXALHYIBOFGV-SNVBAGLBSA-N

Alternative Forms

1. Parent:

   

   ALA3950704

   3-methyl-2-((1-methylcyclopropyl)amino)-8-((6R)-6-methyl-4-oxo-1,4,5,6-tetrahydropyrrolo[3,4-b]pyrrol-2-yl)-4(3H)-quinazolinone

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: 363.42

Molecular Weight (Monoisotopic): 363.1695

AlogP: 2.70

#Rotatable Bonds: 3

Polar Surface Area: 91.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.98

CX Basic pKa: 3.93

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -0.07

References

1.  (2016)  Amides as pim inhibitors, 

2. Wang HL, Andrews KL, Booker SK, Canon J, Cee VJ, Chavez F, Chen Y, Eastwood H, Guerrero N, Herberich B, Hickman D, Lanman BA, Laszlo J, Lee MR, Lipford JR, Mattson B, Mohr C, Nguyen Y, Norman MH, Pettus LH, Powers D, Reed AB, Rex K, Sastri C, Tamayo N, Wang P, Winston JT, Wu B, Wu Q, Wu T, Wurz RP, Xu Y, Zhou Y, Tasker AS..  (2019)  Discovery of ( R)-8-(6-Methyl-4-oxo-1,4,5,6-tetrahydropyrrolo[3,4- b]pyrrol-2-yl)-3-(1-methylcyclopropyl)-2-((1-methylcyclopropyl)amino)quinazolin-4(3 H)-one, a Potent and Selective Pim-1/2 Kinase Inhibitor for Hematological Malignancies.,  62  (3): [PMID:30624936] [10.1021/acs.jmedchem.8b01733]

3. Pettus LH, Andrews KL, Booker SK, Chen J, Cee VJ, Chavez F, Chen Y, Eastwood H, Guerrero N, Herberich B, Hickman D, Lanman BA, Laszlo J, Lee MR, Lipford JR, Mattson B, Mohr C, Nguyen Y, Norman MH, Powers D, Reed AB, Rex K, Sastri C, Tamayo N, Wang P, Winston JT, Wu B, Wu T, Wurz RP, Xu Y, Zhou Y, Tasker AS, Wang HL..  (2016)  Discovery and Optimization of Quinazolinone-pyrrolopyrrolones as Potent and Orally Bioavailable Pan-Pim Kinase Inhibitors.,  59  (13): [PMID:27285051] [10.1021/acs.jmedchem.6b00610]

Source

Source(2):

• Scientific Literature
• BindingDB Database