6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine

ID: ALA1098478

PubChem CID: 46888179

Max Phase: Preclinical

Molecular Formula: C16H14N6S

Molecular Weight: 322.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)nc(CN2c3ccccc3Sc3ccccc32)n1

Standard InChI:  InChI=1S/C16H14N6S/c17-15-19-14(20-16(18)21-15)9-22-10-5-1-3-7-12(10)23-13-8-4-2-6-11(13)22/h1-8H,9H2,(H4,17,18,19,20,21)

Standard InChI Key:  DTHICNGLUJVBSB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.2684    0.2466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -0.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -0.9971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024   -0.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6995    0.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9823    0.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5505   -0.9961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798    1.4876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4195   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352   -0.5804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5672    0.2402    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1305    0.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8491    0.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8529    1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1389    1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4195    1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4192    0.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5642   -0.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8508   -0.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8483   -1.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5585   -2.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2728   -1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2717   -0.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0
 18 11  1  0
 11 13  1  0
  5  6  2  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  2  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  6  8  1  0
 16 17  2  0
 17 12  1  0
  4  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
 10 19  1  0
 21 22  1  0
  2  3  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098478

   6-(Phenothiazin-10-ylmethyl)-1,3,5-triazine-2,4-diamine

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: 322.40

Molecular Weight (Monoisotopic): 322.1001

AlogP: 2.84

#Rotatable Bonds: 2

Polar Surface Area: 93.95

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 3.57

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -1.21

References

1. Bag S, Tawari NR, Degani MS, Queener SF..  (2010)  Design, synthesis, biological evaluation and computational investigation of novel inhibitors of dihydrofolate reductase of opportunistic pathogens.,  18  (9): [PMID:20363634] [10.1016/j.bmc.2010.03.031]

Source

Source(1):

• Scientific Literature