(S)-2-amino-N-(2-(6,7-dichloro-9-(1-methyl-1H-pyrazol-3-yl)-3,4-dihydro-1H-pyrido[4,3-b]indol-2(5H)-yl)-2-oxoethyl)-2-hydroxyacetamide

ID: ALA5091694

PubChem CID: 166635094

Max Phase: Preclinical

Molecular Formula: C19H20Cl2N6O3

Molecular Weight: 451.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1ccc(-c2cc(Cl)c(Cl)c3[nH]c4c(c23)CN(C(=O)CNC(=O)[C@@H](N)O)CC4)n1

Standard InChI:  InChI=1S/C19H20Cl2N6O3/c1-26-4-2-13(25-26)9-6-11(20)16(21)17-15(9)10-8-27(5-3-12(10)24-17)14(28)7-23-19(30)18(22)29/h2,4,6,18,24,29H,3,5,7-8,22H2,1H3,(H,23,30)/t18-/m0/s1

Standard InChI Key:  ZMBOUBMVKYDDCC-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   14.7410  -28.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7399  -29.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4479  -30.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4462  -28.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -28.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1596  -29.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9396  -30.0490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9319  -28.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4156  -29.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2224  -29.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5519  -28.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0682  -27.8886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2550  -27.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0319  -30.2131    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.4490  -31.0312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.4406  -27.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1002  -27.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8454  -26.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0281  -26.5059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7781  -27.2838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5458  -25.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3969  -27.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2092  -27.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9133  -26.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6927  -27.7098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5050  -27.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9886  -28.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8338  -26.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8009  -28.1898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6599  -29.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  2 14  1  0
  3 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
  4 16  1  0
 19 21  1  0
 12 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  1
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091694

   ---

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: 451.31

Molecular Weight (Monoisotopic): 450.0974

AlogP: 1.15

#Rotatable Bonds: 4

Polar Surface Area: 129.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.52

CX Basic pKa: 7.09

CX LogP: 0.32

CX LogD: 0.15

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.46

References

1. Tan J, Wu B, Chen T, Fan C, Zhao J, Xiong C, Feng C, Xiao R, Ding C, Tang W, Zhang A..  (2021)  Synthesis and Pharmacological Evaluation of Tetrahydro-γ-carboline Derivatives as Potent Anti-inflammatory Agents Targeting Cyclic GMP-AMP Synthase.,  64  (11.0): [PMID:34044539] [10.1021/acs.jmedchem.1c00398]

Source

Source(1):

• Scientific Literature