ID: ALA209808

Max Phase: Preclinical

Molecular Formula: C27H28N2O2

Molecular Weight: 412.53

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Synonyms (1): D-168
Synonyms from Alternative Forms(1):

Canonical SMILES: O[C@@H]1C[C@@H](C(c2ccccc2)c2ccccc2)OC[C@H]1NCc1ccc2[nH]ccc2c1

Standard InChI: InChI=1S/C27H28N2O2/c30-25-16-26(27(20-7-3-1-4-8-20)21-9-5-2-6-10-21)31-18-24(25)29-17-19-11-12-23-22(15-19)13-14-28-23/h1-15,24-30H,16-18H2/t24-,25-,26+/m1/s1

Standard InChI Key: OQKKLDHMNWLVNH-CYXNTTPDSA-N

Associated Targets(non-human)

Monoamine transporters; Norepinephrine & serotonin 298 Activities

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

Monoamine transporters; Norepininephrine & dopamine 561 Activities

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

Monoamine transporters; serotonin & dopamine 1148 Activities

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

Norepinephrine transporter 2222 Activities

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

Serotonin transporter 6087 Activities

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

Dopamine transporter 6071 Activities

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

Transporter 332 Activities

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

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

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: 412.53	Molecular Weight (Monoisotopic): 412.2151	AlogP: 4.61	#Rotatable Bonds: 6
Polar Surface Area: 57.28	Molecular Species: NEUTRAL	HBA: 3	HBD: 3
#RO5 Violations: 0	HBA (Lipinski): 4	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 0
CX Acidic pKa:	CX Basic pKa: 8.46	CX LogP: 4.47	CX LogD: 3.38
Aromatic Rings: 4	Heavy Atoms: 31	QED Weighted: 0.43	Np Likeness Score: 0.26

References

1. Zhang S, Fernandez F, Hazeldine S, Deschamps J, Zhen J, Reith ME, Dutta AK.. (2006) Further structural exploration of trisubstituted asymmetric pyran derivatives (2S,4R,5R)-2-benzhydryl-5-benzylamino-tetrahydropyran-4-ol and their corresponding disubstituted (3S,6S) pyran derivatives: a proposed pharmacophore model for high-affinity interaction with the dopamine, serotonin, and norepinephrine transporters., 49 (14): [PMID:16821783] [10.1021/jm0601699]
2. Gopishetty B, Hazeldine S, Santra S, Johnson M, Modi G, Ali S, Zhen J, Reith M, Dutta A.. (2011) Further structure-activity relationship studies on 4-((((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)methyl)phenol: identification of compounds with triple uptake inhibitory activity as potential antidepressant agents., 54 (8): [PMID:21446715] [10.1021/jm200020a]
3. Sharma H, Santra S, Debnath J, Antonio T, Reith M, Dutta A.. (2014) Flexible and biomimetic analogs of triple uptake inhibitor 4-((((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)methyl)phenol: Synthesis, biological characterization, and development of a pharmacophore model., 22 (1): [PMID:24315194] [10.1016/j.bmc.2013.11.017]