Camptothecin-7-yl-methyleneaminooxy)hexanoic acid (2-{2-[3-(3-bromo-4-hydroxyphenyl)-2-hydroxyiminopropionylamino]-ethyldisulfanyl}ethyl)amide

ID: ALA4290191

Chembl Id: CHEMBL4290191

PubChem CID: 145986632

Max Phase: Preclinical

Molecular Formula: C40H43BrN6O9S2

Molecular Weight: 895.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccccc1c2/C=N/OCCCCCC(=O)NCCSSCCNC(=O)/C(Cc1ccc(O)c(Br)c1)=N\O

Standard InChI:  InChI=1S/C40H43BrN6O9S2/c1-2-40(53)29-20-33-36-27(22-47(33)38(51)28(29)23-55-39(40)52)26(25-8-5-6-9-31(25)45-36)21-44-56-15-7-3-4-10-35(49)42-13-16-57-58-17-14-43-37(50)32(46-54)19-24-11-12-34(48)30(41)18-24/h5-6,8-9,11-12,18,20-21,48,53-54H,2-4,7,10,13-17,19,22-23H2,1H3,(H,42,49)(H,43,50)/b44-21+,46-32-/t40-/m0/s1

Standard InChI Key:  WZSUYCUMWMYLBJ-YPXMTRNESA-N

Alternative Forms

1. Parent:

   

   ALA4290191

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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

Calculated Properties

Molecular Weight: 895.85

Molecular Weight (Monoisotopic): 894.1716

AlogP: 5.15

#Rotatable Bonds: 19

Polar Surface Area: 214.03

Molecular Species: NEUTRAL

HBA: 15

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.99

CX Basic pKa: 2.16

CX LogP: 3.92

CX LogD: 3.82

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.02

Np Likeness Score: 0.54

References

1. Cincinelli R, Musso L, Artali R, Guglielmi M, Bianchino E, Cardile F, Colelli F, Pisano C, Dallavalle S..  (2018)  Camptothecin-psammaplin A hybrids as topoisomerase I and HDAC dual-action inhibitors.,  143  [PMID:29150335] [10.1016/j.ejmech.2017.11.021]

Source

Source(1):

• Scientific Literature