2-amino-1-(10H-phenothiazin-10-yl)ethanone

ID: ALA455684

Cas Number: 727-50-4

PubChem CID: 44566010

Max Phase: Preclinical

Molecular Formula: C14H12N2OS

Molecular Weight: 256.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCC(=O)N1c2ccccc2Sc2ccccc21

Standard InChI:  InChI=1S/C14H12N2OS/c15-9-14(17)16-10-5-1-3-7-12(10)18-13-8-4-2-6-11(13)16/h1-8H,9,15H2

Standard InChI Key:  IIQVHKINCMEVON-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    4.2121  -21.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108  -22.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9233  -22.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214  -20.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390  -21.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6382  -22.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3512  -22.4889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530  -20.8319    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0706  -21.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0689  -22.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7817  -22.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4965  -22.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4942  -21.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809  -20.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3508  -23.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6365  -23.7251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0645  -23.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0641  -24.5503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  5  4  2  0
  4  1  1  0
  9 10  2  0
  5  6  1  0
 10 11  1  0
 11 12  2  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
 14  9  1  0
  1  2  2  0
  7 15  1  0
  5  8  1  0
 15 16  2  0
  6  7  1  0
 15 17  1  0
  7 10  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA455684

   10-Glycylphenothiazine

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: 256.33

Molecular Weight (Monoisotopic): 256.0670

AlogP: 2.77

#Rotatable Bonds: 1

Polar Surface Area: 46.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 2.02

CX LogD: 1.36

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -0.88

References

1. Podust LM, von Kries JP, Eddine AN, Kim Y, Yermalitskaya LV, Kuehne R, Ouellet H, Warrier T, Alteköster M, Lee JS, Rademann J, Oschkinat H, Kaufmann SH, Waterman MR..  (2007)  Small-molecule scaffolds for CYP51 inhibitors identified by high-throughput screening and defined by X-ray crystallography.,  51  (11): [PMID:17846131] [10.1128/aac.00311-07]

Source

Source(1):

• Scientific Literature