ID: ALA4435596

Max Phase: Preclinical

Molecular Formula: C22H29N3

Molecular Weight: 335.50

Molecule Type: Unknown

Representations

Canonical SMILES:  Cc1cccc([C@H]2CC[C@@H](N3CCN(c4cccnc4)CC3)CC2)c1

Standard InChI:  InChI=1S/C22H29N3/c1-18-4-2-5-20(16-18)19-7-9-21(10-8-19)24-12-14-25(15-13-24)22-6-3-11-23-17-22/h2-6,11,16-17,19,21H,7-10,12-15H2,1H3/t19-,21+

Standard InChI Key:  QANXJBIOBLNORO-TYKWCNGQSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 335.50

Molecular Weight (Monoisotopic): 335.2361

AlogP: 4.24

#Rotatable Bonds: 3

Polar Surface Area: 19.37

Molecular Species: BASE

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.76

CX LogP: 4.44

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -1.29

References

1. Cunha MR, Bhardwaj R, Lindinger S, Butorac C, Romanin C, Hediger MA, Reymond JL..  (2019)  Photoswitchable Inhibitor of the Calcium Channel TRPV6.,  10  (9): [PMID:31531207] [10.1021/acsmedchemlett.9b00298]

2. Pereira GJV, Tavares MT, Azevedo RA, Martins BB, Cunha MR, Bhardwaj R, Cury Y, Zambelli VO, Barbosa EG, Hediger MA, Parise-Filho R..  (2019)  Capsaicin-like analogue induced selective apoptosis in A2058 melanoma cells: Design, synthesis and molecular modeling.,  27  (13): [PMID:31104785] [10.1016/j.bmc.2019.05.020]

3. Cunha, Micael Rodrigues, Bhardwaj, Rajesh, Carrel, Aline Lucie, Lindinger, Sonja, Romanin, Christoph, Parise-Filho, Roberto, Hediger, Matthias A., Reymond, Jean-Louis.  (2020)  Natural product inspired optimization of a selective TRPV6 calcium channel inhibitor,  11  (9): [PMID:33479695] [10.1039/d0md00145g]

Source

Source(1):

• Scientific Literature