4-(4,6-dichloro-1,3,5-triazin-2-ylamino)-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

ID: ALA222509

Chembl Id: CHEMBL222509

PubChem CID: 2829313

Max Phase: Preclinical

Molecular Formula: C23H12Cl2N4O5

Molecular Weight: 495.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(Nc2nc(Cl)nc(Cl)n2)cc1-c1c2ccc(=O)cc-2oc2cc(O)ccc12

Standard InChI:  InChI=1S/C23H12Cl2N4O5/c24-21-27-22(25)29-23(28-21)26-10-1-4-13(20(32)33)16(7-10)19-14-5-2-11(30)8-17(14)34-18-9-12(31)3-6-15(18)19/h1-9,30H,(H,32,33)(H,26,27,28,29)

Standard InChI Key:  NJQHZBRWPXRTIW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA222509

   4-[(4,6-Dichloro-1,3,5-triazin-2-yl)amino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic 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: 495.28

Molecular Weight (Monoisotopic): 494.0185

AlogP: 5.20

#Rotatable Bonds: 4

Polar Surface Area: 138.44

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.16

CX Basic pKa: 2.91

CX LogP: 4.55

CX LogD: 0.78

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.04

References

1. Ragno R, Simeoni S, Castellano S, Vicidomini C, Mai A, Caroli A, Tramontano A, Bonaccini C, Trojer P, Bauer I, Brosch G, Sbardella G..  (2007)  Small molecule inhibitors of histone arginine methyltransferases: homology modeling, molecular docking, binding mode analysis, and biological evaluations.,  50  (6): [PMID:17323938] [10.1021/jm061213n]

2. Yamada Y, Fujii T, Ishijima R, Tachibana H, Yokoue N, Takasawa R, Tanuma S..  (2011)  DR396, an apoptotic DNase γ inhibitor, attenuates high mobility group box 1 release from apoptotic cells.,  19  (1): [PMID:21167721] [10.1016/j.bmc.2010.11.037]

3. Kolarevic A, Yancheva D, Kocic G, Smelcerovic A..  (2014)  Deoxyribonuclease inhibitors.,  88  [PMID:25042005] [10.1016/j.ejmech.2014.07.040]

4. Huang KW, Hsu KC, Chu LY, Yang JM, Yuan HS, Hsiao YY..  (2016)  Identification of Inhibitors for the DEDDh Family of Exonucleases and a Unique Inhibition Mechanism by Crystal Structure Analysis of CRN-4 Bound with 2-Morpholin-4-ylethanesulfonate (MES).,  59  (17): [PMID:27529560] [10.1021/acs.jmedchem.6b00794]

Source

Source(1):

• Scientific Literature