(2-Imino-1,5-dimethyl-1,2-dihydro-benzo[cd]indol-6-yl)-methyl-[4-(morpholine-4-sulfonyl)-benzyl]-amine; maleate

ID: ALA1744235

PubChem CID: 54581127

Max Phase: Preclinical

Molecular Formula: C28H30N4O7S

Molecular Weight: 450.56

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  Cc1ccc2c3c(ccc(N(C)Cc4ccc(S(=O)(=O)N5CCOCC5)cc4)c13)N=C2N.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C24H26N4O3S.C4H4O4/c1-16-3-8-19-23-20(26-24(19)25)9-10-21(22(16)23)27(2)15-17-4-6-18(7-5-17)32(29,30)28-11-13-31-14-12-28;5-3(6)1-2-4(7)8/h3-10H,11-15H2,1-2H3,(H2,25,26);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  GUYUBZLIIYAUTQ-BTJKTKAUSA-N

Molfile:  

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M  END

Associated Targets(Human)

TYMS Tclin Thymidylate synthase (1651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GC3/MTK- (148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

thyA Thymidylate synthase (595 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Canis familiaris (36305 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sus scrofa (849 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 450.56Molecular Weight (Monoisotopic): 450.1726AlogP: 3.16#Rotatable Bonds: 5
Polar Surface Area: 88.23Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.11CX LogP: 3.14CX LogD: 2.39
Aromatic Rings: 3Heavy Atoms: 32QED Weighted: 0.65Np Likeness Score: -1.46

References

1. Varney MD, Marzoni GP, Palmer CL, Deal JG, Webber S, Welsh KM, Bacquet RJ, Bartlett CA, Morse CA, Booth CL..  (1992)  Crystal-structure-based design and synthesis of benz[cd]indole-containing inhibitors of thymidylate synthase.,  35  (4): [PMID:1542093] [10.1021/jm00082a006]
2. Leclerc G, Decker N, Schwartz J..  (1982)  Synthesis and cardiovascular activity of a new series of cyclohexylaralkylamine derivatives related to perhexiline.,  25  (6): [PMID:6124638] [10.1021/jm00348a019]

Source