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

ID: ALA4513589

PubChem CID: 155538969

Max Phase: Preclinical

Molecular Formula: C23H26N6O2

Molecular Weight: 418.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H26N6O2/c1-12-17-15(19(30)25-12)10-16(26-17)13-4-3-5-14-18(13)27-21(28-22(2)6-7-22)29(20(14)31)11-23(24)8-9-23/h3-5,10,12,26H,6-9,11,24H2,1-2H3,(H,25,30)(H,27,28)/t12-/m1/s1

Standard InChI Key:  MDSSZYNUYNBVFZ-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

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   18.9308  -20.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4764  -20.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2237  -20.5889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1398  -19.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3050  -21.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7481  -19.2304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5164  -18.9048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9306  -21.3502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3460  -21.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1028  -20.5402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513589

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 418.50

Molecular Weight (Monoisotopic): 418.2117

AlogP: 2.65

#Rotatable Bonds: 5

Polar Surface Area: 117.83

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.98

CX Basic pKa: 8.64

CX LogP: 1.15

CX LogD: -0.12

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -0.01

References

1. 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]

Source

Source(1):

• Scientific Literature