2-(2,5-Dimethoxy-4-methyl-phenyl)-1-methyl-ethylamine ((R)-(-)-DOM)

Names and Identifiers

Canonical SMILES: COc1cc(C[C@@H](C)N)c(OC)cc1C

Standard InChI: InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3/t9-/m1/s1

Standard InChI Key: NTJQREUGJKIARY-SECBINFHSA-N

Parent:

ALA317634
(-)-1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane
Alternative Forms:

ALA317634
R-(-)-2,5-Dimethoxy-4-methylamphetamine hydrochloride

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A5 Tclin Cytochrome P450 3A5 (525 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAAR1 Tclin Trace amine-associated receptor 1 (1397 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Htr1b Serotonin 1 (5-HT1) receptor (408 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Htr2b Serotonin 2 (5-HT2) receptor (2078 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Htr2c Serotonin 2c (5-HT2c) receptor (1134 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAAR1 Trace amine-associated receptor 1 (20 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: Yes	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

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 209.29	Molecular Weight (Monoisotopic): 209.1416	AlogP: 1.90	#Rotatable Bonds: 4
Polar Surface Area: 44.48	Molecular Species: BASE	HBA: 3	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 3	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 9.94	CX LogP: 2.00	CX LogD: -0.42
Aromatic Rings: 1	Heavy Atoms: 15	QED Weighted: 0.82	Np Likeness Score: 0.14

1. Glennon RA.. (1987) Central serotonin receptors as targets for drug research., 30 (1): [PMID:3543362] [10.1021/jm00384a001]
2. McGraw NP, Castagnoli N.. (1981) Studies on chiral interactions of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane and the corresponding N-hydroxy metabolites with cytochrome P-450., 24 (3): [PMID:7265116] [10.1021/jm00135a012]
3. Jacob JN, Nichols DE.. (1982) Isomeric cyclopropyl ring-methylated homologues of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, an hallucinogen analogue., 25 (5): [PMID:7086838] [10.1021/jm00347a009]
4. Glennon RA, Raghupathi R, Bartyzel P, Teitler M, Leonhardt S.. (1992) Binding of phenylalkylamine derivatives at 5-HT1C and 5-HT2 serotonin receptors: evidence for a lack of selectivity., 35 (4): [PMID:1542100] [10.1021/jm00082a014]
5. Lewin AH, Miller GM, Gilmour B.. (2011) Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class., 19 (23): [PMID:22037049] [10.1016/j.bmc.2011.10.007]

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