ID: ALA394956

Max Phase: Preclinical

Molecular Formula: C37H43N5O

Molecular Weight: 573.78

Molecule Type: Small molecule

Representations

Synonyms (1): KYS-05090
Synonyms from Alternative Forms(1):

Canonical SMILES:  CN(C)CCCCCN(C)C1=Nc2ccccc2C(CC(=O)NCc2ccccc2)N1c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C37H43N5O/c1-40(2)25-13-6-14-26-41(3)37-39-34-20-12-11-19-33(34)35(27-36(43)38-28-29-15-7-4-8-16-29)42(37)32-23-21-31(22-24-32)30-17-9-5-10-18-30/h4-5,7-12,15-24,35H,6,13-14,25-28H2,1-3H3,(H,38,43)

Standard InChI Key:  QVXCZTNUVKNCGU-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: 573.78

Molecular Weight (Monoisotopic): 573.3468

AlogP: 7.27

#Rotatable Bonds: 12

Polar Surface Area: 51.18

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 9.81

CX LogP: 6.70

CX LogD: 3.46

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.18

Np Likeness Score: -0.68

References

1. Seo HN, Choi JY, Choe YJ, Kim Y, Rhim H, Lee SH, Kim J, Joo DJ, Lee JY..  (2007)  Discovery of potent T-type calcium channel blocker.,  17  (21): [PMID:17869104] [10.1016/j.bmcl.2007.08.070]

2. Heo JH, Seo HN, Choe YJ, Kim S, Oh CR, Kim YD, Rhim H, Choo DJ, Kim J, Lee JY..  (2008)  T-type Ca2+ channel blockers suppress the growth of human cancer cells.,  18  (14): [PMID:18585035] [10.1016/j.bmcl.2008.06.034]

3. Jeong JA, Cho H, Jung SY, Kang HB, Park JY, Kim J, Choo DJ, Lee JY..  (2010)  3D QSAR studies on 3,4-dihydroquinazolines as T-type calcium channel blocker by comparative molecular similarity indices analysis (CoMSIA).,  20  (1): [PMID:19951839] [10.1016/j.bmcl.2009.11.049]

4. Jung SY, Lee SH, Kang HB, Park HA, Chang SK, Kim J, Choo DJ, Oh CR, Kim YD, Seo JH, Lee KT, Lee JY..  (2010)  Antitumor activity of 3,4-dihydroquinazoline dihydrochloride in A549 xenograft nude mice.,  20  (22): [PMID:20884207] [10.1016/j.bmcl.2010.09.020]

5. Jang SJ, Choi HW, Choi DL, Cho S, Rim HK, Choi HE, Kim KS, Huang M, Rhim H, Lee KT, Lee JY..  (2013)  In vitro cytotoxicity on human ovarian cancer cells by T-type calcium channel blockers.,  23  (24): [PMID:24220170] [10.1016/j.bmcl.2013.10.049]

6. Nam Y, Ryu KD, Jang C, Moon YH, Kim M, Ko D, Chung KS, Gandini MA, Lee KT, Zamponi GW, Lee JY..  (2020)  Synthesis and cytotoxic effects of 2-thio-3,4-dihydroquinazoline derivatives as novel T-type calcium channel blockers.,  28  (11): [PMID:32327350] [10.1016/j.bmc.2020.115491]

Source

Source(1):

• Scientific Literature