ID: ALA30713

Max Phase: Preclinical

Molecular Formula: C11H14N2

Molecular Weight: 174.25

Molecule Type: Small molecule

Representations

Synonyms (1): alpha-Methyltryptamine
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(N)Cc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C11H14N2/c1-8(12)6-9-7-13-11-5-3-2-4-10(9)11/h2-5,7-8,13H,6,12H2,1H3

Standard InChI Key:  QSQQQURBVYWZKJ-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: 174.25

Molecular Weight (Monoisotopic): 174.1157

AlogP: 2.06

#Rotatable Bonds: 2

Polar Surface Area: 41.81

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.96

CX LogP: 1.90

CX LogD: -0.53

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.72

Np Likeness Score: -0.09

References

1. Glennon RA, Chaurasia C, Titeler M..  (1990)  Binding of indolylalkylamines at 5-HT2 serotonin receptors: examination of a hydrophobic binding region.,  33  (10): [PMID:2213830] [10.1021/jm00172a016]

2. Liu Z, Shi Q, Ding D, Kelly R, Fang H, Tong W..  (2011)  Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).,  7  (12): [PMID:22194678] [10.1371/journal.pcbi.1002310]

3. Arunotayanun W, Dalley JW, Huang XP, Setola V, Treble R, Iversen L, Roth BL, Gibbons S..  (2013)  An analysis of the synthetic tryptamines AMT and 5-MeO-DALT: emerging 'Novel Psychoactive Drugs'.,  23  (11): [PMID:23602445] [10.1016/j.bmcl.2013.03.066]

4. Blough BE, Landavazo A, Partilla JS, Decker AM, Page KM, Baumann MH, Rothman RB..  (2014)  Alpha-ethyltryptamines as dual dopamine-serotonin releasers.,  24  (19): [PMID:25193229] [10.1016/j.bmcl.2014.07.062]

5. Henrottin J, Zervosen A, Lemaire C, Sapunaric F, Laurent S, Van den Eynde B, Goldman S, Plenevaux A, Luxen A..  (2015)  N (1)-Fluoroalkyltryptophan Analogues: Synthesis and in vitro Study as Potential Substrates for Indoleamine 2,3-Dioxygenase.,  6  (3): [PMID:25815143] [10.1021/ml500385d]

6. Glennon RA..  (2017)  The 2014 Philip S. Portoghese Medicinal Chemistry Lectureship: The "Phenylalkylaminome" with a Focus on Selected Drugs of Abuse.,  60  (7): [PMID:28244748] [10.1021/acs.jmedchem.7b00085]

Source

Source(1):

• Scientific Literature