13-(3-Fluorobenzyl)-dihydrocoptisine

ID: ALA3706714

Chembl Id: CHEMBL3706714

PubChem CID: 122197342

Max Phase: Preclinical

Molecular Formula: C26H20FNO4

Molecular Weight: 429.45

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Fc1cccc(CC2=C3c4cc5c(cc4CCN3Cc3c2ccc2c3OCO2)OCO5)c1

Standard InChI:  InChI=1S/C26H20FNO4/c27-17-3-1-2-15(8-17)9-20-18-4-5-22-26(32-14-29-22)21(18)12-28-7-6-16-10-23-24(31-13-30-23)11-19(16)25(20)28/h1-5,8,10-11H,6-7,9,12-14H2

Standard InChI Key:  QGKKTKUMZNRIND-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3706714

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Associated Targets(Human)

XBP1 Tchem X-box-binding protein 1 (1001 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: 429.45Molecular Weight (Monoisotopic): 429.1376AlogP: 4.77#Rotatable Bonds: 2
Polar Surface Area: 40.16Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 4.67CX LogP: 4.80CX LogD: 4.80
Aromatic Rings: 3Heavy Atoms: 32QED Weighted: 0.59Np Likeness Score: 0.07

References

1. Zhang ZH, Zhang HJ, Deng AJ, Wang B, Li ZH, Liu Y, Wu LQ, Wang WJ, Qin HL..  (2015)  Synthesis and Structure-Activity Relationships of Quaternary Coptisine Derivatives as Potential Anti-ulcerative Colitis Agents.,  58  (18): [PMID:26321079] [10.1021/acs.jmedchem.5b00964]

Source