(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-3-cyclopentyl-5-fluoroquinazolin-4(3H)-one

ID: ALA4445029

PubChem CID: 155517381

Max Phase: Preclinical

Molecular Formula: C22H22FN7O

Molecular Weight: 419.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2c(F)cccc2nc([C@@H]2CCCN2c2ncnc3[nH]cnc23)n1C1CCCC1

Standard InChI:  InChI=1S/C22H22FN7O/c23-14-7-3-8-15-17(14)22(31)30(13-5-1-2-6-13)20(28-15)16-9-4-10-29(16)21-18-19(25-11-24-18)26-12-27-21/h3,7-8,11-13,16H,1-2,4-6,9-10H2,(H,24,25,26,27)/t16-/m0/s1

Standard InChI Key:  WKDYVBNGHSQMDN-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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   28.0373   -7.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7260   -5.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7249   -6.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4370   -6.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4353   -5.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1480   -5.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.8572   -6.7194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5732   -6.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5743   -5.4876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8595   -5.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8595   -4.2485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   25.1287   -7.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1200   -8.7487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5444   -8.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0021   -9.9606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8116  -10.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1441   -9.3057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8282   -9.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4328   -4.2549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.2823   -5.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0270   -5.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5740   -4.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1651   -4.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3655   -4.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5 13  1  6
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  9 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4445029

   ---

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: 419.46

Molecular Weight (Monoisotopic): 419.1870

AlogP: 3.66

#Rotatable Bonds: 3

Polar Surface Area: 92.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.83

CX Basic pKa: 3.83

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.96

References

1. Ma X, Fang F, Tao Q, Shen L, Zhong G, Qiao T, Lv X, Li J..  (2019)  Conformationally restricted quinazolone derivatives as PI3Kδ-selective inhibitors: the design, synthesis and biological evaluation.,  10  (3): [PMID:30996859] [10.1039/C8MD00556G]

Source

Source(1):

• Scientific Literature