1-{1-[(2R)-3-Hydroxy-2-methylpropyl]-1H-indol-3-yl}ethan-1-one

ID: ALA4475074

PubChem CID: 155537558

Max Phase: Preclinical

Molecular Formula: C14H17NO2

Molecular Weight: 231.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1cn(C[C@@H](C)CO)c2ccccc12

Standard InChI:  InChI=1S/C14H17NO2/c1-10(9-16)7-15-8-13(11(2)17)12-5-3-4-6-14(12)15/h3-6,8,10,16H,7,9H2,1-2H3/t10-/m1/s1

Standard InChI Key:  HMRRISXAKFHMPL-SNVBAGLBSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   15.2171   -3.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9289   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6408   -3.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3526   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0644   -3.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1494   -4.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9529   -4.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8105   -2.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3590   -3.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1608   -3.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4153   -2.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8659   -1.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0661   -2.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2858   -4.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8019   -5.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1027   -5.0826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6408   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  5  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
  7 14  1  0
 14 15  1  0
 14 16  2  0
  3 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4475074

   ---

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: 231.29

Molecular Weight (Monoisotopic): 231.1259

AlogP: 2.47

#Rotatable Bonds: 4

Polar Surface Area: 42.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.70

CX LogD: 1.70

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.82

Np Likeness Score: -0.56

References

1. Huang L, Li H, Li L, Niu L, Seupel R, Wu C, Cheng W, Chen C, Ding B, Brennan PE, Yang S..  (2019)  Discovery of Pyrrolo[3,2- d]pyrimidin-4-one Derivatives as a New Class of Potent and Cell-Active Inhibitors of P300/CBP-Associated Factor Bromodomain.,  62  (9): [PMID:30998845] [10.1021/acs.jmedchem.9b00096]

Source

Source(1):

• Scientific Literature