ID: ALA1819181

Max Phase: Preclinical

Molecular Formula: C31H40ClN3O4S2

Molecular Weight: 581.80

Molecule Type: Small molecule

Representations

Synonyms (1): Cyclotriazadisulfonamide HCl
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1CN(S(=O)(=O)c2ccc(C)cc2)CCCN(Cc2ccccc2)CCCN(S(=O)(=O)c2ccc(C)cc2)C1.Cl

Standard InChI:  InChI=1S/C31H39N3O4S2.ClH/c1-26-11-15-30(16-12-26)39(35,36)33-21-7-19-32(25-29-9-5-4-6-10-29)20-8-22-34(24-28(3)23-33)40(37,38)31-17-13-27(2)14-18-31;/h4-6,9-18H,3,7-8,19-25H2,1-2H3;1H

Standard InChI Key:  ITNHTGZJQXEGQP-UHFFFAOYSA-N

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

Properties

Molecular Weight: 581.80

Molecular Weight (Monoisotopic): 581.2382

AlogP: 4.84

#Rotatable Bonds: 6

Polar Surface Area: 78.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 7.36

CX LogP: 4.98

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.39

Np Likeness Score: -0.92

References

1. Demillo VG, Goulinet-Mateo F, Kim J, Schols D, Vermeire K, Bell TW..  (2011)  Unsymmetrical cyclotriazadisulfonamide (CADA) compounds as human CD4 receptor down-modulating agents.,  54  (16): [PMID:21800875] [10.1021/jm2002603]

2. Lumangtad LA,Claeys E,Hamal S,Intasiri A,Basrai C,Yen-Pon E,Beenfeldt D,Vermeire K,Bell TW.  (2020)  Syntheses and anti-HIV and human cluster of differentiation 4 (CD4) down-modulating potencies of pyridine-fused cyclotriazadisulfonamide (CADA) compounds.,  28  (24): [PMID:33181479] [10.1016/j.bmc.2020.115816]

3. Berger K, Pauwels E, Parkinson G, Landberg G, Le T, Demillo VG, Lumangtad LA, Jones DE, Islam MA, Olsen R, Kapri T, Intasiri A, Vermeire K, Rhost S, Bell TW..  (2021)  Reduction of Progranulin-Induced Breast Cancer Stem Cell Propagation by Sortilin-Targeting Cyclotriazadisulfonamide (CADA) Compounds.,  64  (17.0): [PMID:34428050] [10.1021/acs.jmedchem.1c00943]

Source

Source(1):

• Scientific Literature