ID: ALA1956507

Max Phase: Preclinical

Molecular Formula: C36H41N5O7S

Molecular Weight: 687.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@@]1(OC(=O)CCCCCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@@H]32)C(=O)OCc2c1cc1n(c2=O)Cc2cc3ccccc3nc2-1

Standard InChI:  InChI=1S/C36H41N5O7S/c1-2-36(48-30(43)14-4-3-9-15-37-29(42)13-8-7-12-28-32-26(20-49-28)39-35(46)40-32)24-17-27-31-22(16-21-10-5-6-11-25(21)38-31)18-41(27)33(44)23(24)19-47-34(36)45/h5-6,10-11,16-17,26,28,32H,2-4,7-9,12-15,18-20H2,1H3,(H,37,42)(H2,39,40,46)/t26-,28-,32-,36-/m0/s1

Standard InChI Key:  HRDRVPXMUWOLST-GUUVNMLQSA-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: 687.82

Molecular Weight (Monoisotopic): 687.2727

AlogP: 4.03

#Rotatable Bonds: 13

Polar Surface Area: 157.72

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.85

CX Basic pKa: 3.07

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.11

Np Likeness Score: 0.39

References

1. Manita D, Toba Y, Takakusagi Y, Matsumoto Y, Kusayanagi T, Takakusagi K, Tsukuda S, Takada K, Kanai Y, Kamisuki S, Sakaguchi K, Sugawara F..  (2011)  Camptothecin (CPT) directly binds to human heterogeneous nuclear ribonucleoprotein A1 (hnRNP A1) and inhibits the hnRNP A1/topoisomerase I interaction.,  19  (24): [PMID:22071521] [10.1016/j.bmc.2011.09.059]

2. Zi CT, Yang L, Xu FQ, Dong FW, Ma RJ, Li Y, Zhou J, Ding ZT, Jiang ZH, Hu JM..  (2019)  Synthesis and antitumor activity of biotinylated camptothecin derivatives as potent cytotoxic agents.,  29  (2): [PMID:30509782] [10.1016/j.bmcl.2018.11.049]

Source

Source(1):

• Scientific Literature