N-cyclobutyl-4-((8,9-dimethyl-8H-pyrazolo[3,4-h]quinazolin-4-ylamino)methyl)benzamide

ID: ALA4636845

PubChem CID: 156012754

Max Phase: Preclinical

Molecular Formula: C23H24N6O

Molecular Weight: 400.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c2c(ccc3c(NCc4ccc(C(=O)NC5CCC5)cc4)ncnc32)nn1C

Standard InChI:  InChI=1S/C23H24N6O/c1-14-20-19(28-29(14)2)11-10-18-21(20)25-13-26-22(18)24-12-15-6-8-16(9-7-15)23(30)27-17-4-3-5-17/h6-11,13,17H,3-5,12H2,1-2H3,(H,27,30)(H,24,25,26)

Standard InChI Key:  XXSCEVSOXOOMSG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.0102  -12.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7240  -11.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980  -11.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2992  -10.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5189  -10.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379  -11.3878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5169  -12.0531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2676   -9.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2166  -11.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0084  -10.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175  -10.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4245  -10.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4236   -9.7476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7098   -9.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0057   -9.7517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1368  -10.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8481  -10.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5563  -10.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5539  -11.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2654  -12.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9777  -11.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9742  -10.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2621  -10.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6906  -12.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6926  -13.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4014  -11.7914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1143  -12.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3261  -12.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1191  -12.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9056  -11.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0
  1  2  2  0
  2 11  1  0
 10  4  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  3  2  0
  5  8  1  0
  6  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4636845

   ---

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: 400.49

Molecular Weight (Monoisotopic): 400.2012

AlogP: 3.72

#Rotatable Bonds: 5

Polar Surface Area: 84.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.58

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.24

References

1. Temple KJ, Long MF, Engers JL, Watson KJ, Chang S, Luscombe VB, Rodriguez AL, Niswender CM, Bridges TM, Conn PJ, Engers DW, Lindsley CW..  (2020)  Discovery of structurally distinct tricyclic M₄ positive allosteric modulator (PAM) chemotypes.,  30  (4): [PMID:31787491] [10.1016/j.bmcl.2019.126811]

Source

Source(1):

• Scientific Literature