SID11112589

ID: ALA1323355

Chembl Id: CHEMBL1323355

Cas Number: 7104-38-3

PubChem CID: 165002

Max Phase: Preclinical

Molecular Formula: C19H24N2OS

Molecular Weight: 328.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Dextromepromazine | Dextromepromazine|2622-31-3|(2S)-3-(2-methoxyphenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine|CHEMBL1323355|10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,beta-trimethyl-, (betaS)-|Dextro Mepromazine Maleate|d-Methotrimeprazine|(+)-Methotrimeprazine|NCGC00016681-01|CAS-7104-38-3|SCHEMBL23859840|BDBM50339137|(S)-2-Methoxy-N,N,beta-trimethyl-10H-phenothiazine-10-propanamine|(2S)-3-(2-methoxyphenothiazin-10-yl)-N, N, 2-trimethylpropan-1-amine|10H-Phenothiazine-10-propanamine, Show More

Canonical SMILES:  COc1ccc2c(c1)N(C[C@@H](C)CN(C)C)c1ccccc1S2

Standard InChI:  InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m0/s1

Standard InChI Key:  VRQVVMDWGGWHTJ-AWEZNQCLSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK1 Tchem MAP kinase ERK2 (25055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

lef Anthrax lethal factor (7585 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDR5 Pleiotropic ABC efflux transporter of multiple drugs (46 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Snq2p (23 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pmp22 Peripheral myelin protein 22 (1279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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: 328.48Molecular Weight (Monoisotopic): 328.1609AlogP: 4.50#Rotatable Bonds: 5
Polar Surface Area: 15.71Molecular Species: BASEHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.42CX LogP: 4.25CX LogD: 2.24
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.80Np Likeness Score: -1.00

References

1. PubChem BioAssay data set, 
2. Kolaczkowski M, Kolaczkowska A, Motohashi N, Michalak K..  (2009)  New high-throughput screening assay to reveal similarities and differences in inhibitory sensitivities of multidrug ATP-binding cassette transporters.,  53  (4): [PMID:19188399] [10.1128/aac.00956-08]