(R)-ethyl 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylate

ID: ALA3235577

PubChem CID: 686631

Max Phase: Preclinical

Molecular Formula: C15H16ClNO2

Molecular Weight: 277.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@H]1CCCc2c1[nH]c1ccc(Cl)cc21

Standard InChI:  InChI=1S/C15H16ClNO2/c1-2-19-15(18)11-5-3-4-10-12-8-9(16)6-7-13(12)17-14(10)11/h6-8,11,17H,2-5H2,1H3/t11-/m1/s1

Standard InChI Key:  KWLHEFQPHANDGF-LLVKDONJSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   21.8199  -10.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8187  -11.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5335  -11.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5317  -10.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2471  -10.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2520  -11.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0394  -11.6822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0316  -10.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5200  -11.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3346  -10.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6672  -10.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1788   -9.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3579   -9.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1053  -10.1963    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.8226  -11.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4904  -12.3388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6426  -11.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9783  -13.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6461  -13.7593    0.0000 C   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
  1 14  1  0
 10 15  1  1
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3235577

   ethyl (1R)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 277.75

Molecular Weight (Monoisotopic): 277.0870

AlogP: 3.80

#Rotatable Bonds: 2

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -0.48

References

1. Yin Z, Whittell LR, Wang Y, Jergic S, Liu M, Harry EJ, Dixon NE, Beck JL, Kelso MJ, Oakley AJ..  (2014)  Discovery of lead compounds targeting the bacterial sliding clamp using a fragment-based approach.,  57  (6): [PMID:24592885] [10.1021/jm500122r]

Source

Source(1):

• Scientific Literature