(E)-2-Methyl-4-[1-(10H-9-thia-1,4,10-triaza-anthracen-6-ylmethyl)-piperidin-4-yl]-but-2-enoic acid

ID: ALA4167939

Chembl Id: CHEMBL4167939

PubChem CID: 11326937

Max Phase: Preclinical

Molecular Formula: C21H24N4O2S

Molecular Weight: 396.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\CC1CCN(Cc2ccc3c(c2)Nc2nccnc2S3)CC1)C(=O)O

Standard InChI:  InChI=1S/C21H24N4O2S/c1-14(21(26)27)2-3-15-6-10-25(11-7-15)13-16-4-5-18-17(12-16)24-19-20(28-18)23-9-8-22-19/h2,4-5,8-9,12,15H,3,6-7,10-11,13H2,1H3,(H,22,24)(H,26,27)/b14-2+

Standard InChI Key:  HELKUDFXASVHDM-JLZUIIAYSA-N

Alternative Forms

1. Parent:

   

   ALA4167939

   (E)-2-methyl-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]but-2-enoic acid

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: 396.52

Molecular Weight (Monoisotopic): 396.1620

AlogP: 4.32

#Rotatable Bonds: 5

Polar Surface Area: 78.35

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.40

CX Basic pKa: 8.44

CX LogP: 1.15

CX LogD: 1.13

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -0.21

References

1. Pluta K, Jeleń M, Morak-Młodawska B, Zimecki M, Artym J, Kocięba M, Zaczyńska E..  (2017)  Azaphenothiazines - promising phenothiazine derivatives. An insight into nomenclature, synthesis, structure elucidation and biological properties.,  138  [PMID:28734245] [10.1016/j.ejmech.2017.07.009]

Source

Source(1):

• Scientific Literature