20-O-(4-(3-(2-naphthoyl)thioureido)butanoate)camptothecin

ID: ALA4764591

PubChem CID: 162660941

Max Phase: Preclinical

Molecular Formula: C36H30N4O6S

Molecular Weight: 646.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]1(OC(=O)CCCNC(=S)NC(=O)c2ccc3ccccc3c2)C(=O)OCc2c1cc1n(c2=O)Cc2cc3ccccc3nc2-1

Standard InChI:  InChI=1S/C36H30N4O6S/c1-2-36(46-30(41)12-7-15-37-35(47)39-32(42)24-14-13-21-8-3-4-9-22(21)16-24)27-18-29-31-25(17-23-10-5-6-11-28(23)38-31)19-40(29)33(43)26(27)20-45-34(36)44/h3-6,8-11,13-14,16-18H,2,7,12,15,19-20H2,1H3,(H2,37,39,42,47)/t36-/m0/s1

Standard InChI Key:  LPGZEWWWAQQOKA-BHVANESWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4764591

   ---

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

Calculated Properties

Molecular Weight: 646.73

Molecular Weight (Monoisotopic): 646.1886

AlogP: 4.87

#Rotatable Bonds: 7

Polar Surface Area: 128.62

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.62

CX Basic pKa: 3.07

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.14

Np Likeness Score: 0.06

References

1. Yang,CJ.; Li,B.; Zhang,ZJ.; Gao,JM.; Wang,MJ.; Zhao,XB.; Song,ZL.; Liu,YQ.; Li,H.; Chen,Y.; Lee,KH.; Morris-Natschke,SL.; Xu,C..  (2020)  Design, synthesis and antineoplastic activity of novel 20(S)-acylthiourea derivatives of camptothecin.,  187  [PMID:31881457] [10.1016/j.ejmech.2019.111971]

Source

Source(1):

• Scientific Literature