8-cyclopropyl-2-methyl-9H-pyrimido[4,5-b]indole

ID: ALA5082649

PubChem CID: 166629135

Max Phase: Preclinical

Molecular Formula: C14H13N3

Molecular Weight: 223.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc2c(n1)[nH]c1c(C3CC3)cccc12

Standard InChI:  InChI=1S/C14H13N3/c1-8-15-7-12-11-4-2-3-10(9-5-6-9)13(11)17-14(12)16-8/h2-4,7,9H,5-6H2,1H3,(H,15,16,17)

Standard InChI Key:  CBECJEBESMQTDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 20  0  0  0  0  0  0  0  0999 V2000
   10.5574   -6.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1488   -7.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8990   -6.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1039   -6.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5579   -7.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8124   -7.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6069   -8.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2204   -6.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9642   -7.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5061   -8.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3042   -7.9251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5576   -7.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0140   -6.5432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3570   -6.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8498   -5.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0209   -4.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2433   -5.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  1  0
  8  1  1  0
  1  3  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 12 14  1  0
 16 15  1  0
 17 16  1  0
 15 17  1  0
  4 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5082649

   ---

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: 223.28

Molecular Weight (Monoisotopic): 223.1109

AlogP: 3.30

#Rotatable Bonds: 1

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.99

CX Basic pKa: 6.22

CX LogP: 2.88

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.69

Np Likeness Score: -0.31

References

1. Bessho Y, Akaki T, Hara Y, Yamakawa M, Obika S, Mori G, Ubukata M, Yasue K, Nakane Y, Terasako Y, Orita T, Doi S, Iwanaga T, Fujishima A, Adachi T, Ueno H, Motomura T..  (2021)  Structure-based drug design of novel and highly potent pyruvate dehydrogenase kinase inhibitors.,  52  [PMID:34808405] [10.1016/j.bmc.2021.116514]

Source

Source(1):

• Scientific Literature