SID104224744

ID: ALA2145195

PubChem CID: 49853136

Max Phase: Preclinical

Molecular Formula: C17H16F3N3S

Molecular Weight: 351.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccnc(NC(=S)N2CCc3cc(C(F)(F)F)ccc3C2)c1

Standard InChI:  InChI=1S/C17H16F3N3S/c1-11-4-6-21-15(8-11)22-16(24)23-7-5-12-9-14(17(18,19)20)3-2-13(12)10-23/h2-4,6,8-9H,5,7,10H2,1H3,(H,21,22,24)

Standard InChI Key:  FHWZXFUJQRVROH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.7149   -1.4439    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.4439    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.6189    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721    1.8561    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -1.4439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8582   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8582   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  2  0
  2 12  1  0
  3 12  1  0
  4 12  1  0
  5 13  1  0
  5 17  1  0
  5 18  1  0
  6 17  1  0
  6 19  1  0
  7 19  2  0
  7 22  1  0
  8  9  2  0
  8 11  1  0
  8 15  1  0
  9 13  1  0
  9 14  1  0
 10 11  2  0
 10 12  1  0
 10 16  1  0
 14 16  2  0
 15 18  1  0
 19 20  1  0
 20 21  2  0
 21 23  1  0
 21 24  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2145195

   N-(4-methylpyridin-2-yl)-6-(trifluoromethyl)-3,4-dihydro-1H-isoquinoline-2-carbothioamide

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: 351.40

Molecular Weight (Monoisotopic): 351.1017

AlogP: 4.16

#Rotatable Bonds: 1

Polar Surface Area: 28.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.74

CX LogP: 4.75

CX LogD: 4.75

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.75

References

1. PubChem BioAssay data set, 

2. Foley TL, Rai G, Yasgar A, Daniel T, Baker HL, Attene-Ramos M, Kosa NM, Leister W, Burkart MD, Jadhav A, Simeonov A, Maloney DJ..  (2014)  4-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)-N-(4-methoxypyridin-2-yl)piperazine-1-carbothioamide (ML267), a potent inhibitor of bacterial phosphopantetheinyl transferase that attenuates secondary metabolism and thwarts bacterial growth.,  57  (3): [PMID:24450337] [10.1021/jm401752p]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays