ID: ALA2304376

Max Phase: Preclinical

Molecular Formula: C54H74N2O10

Molecular Weight: 911.19

Molecule Type: Small molecule

Representations

Synonyms (1): Cephalostatin 16
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@@H]1[C@H]2CC=C3[C@@H]4CC[C@H]5Cc6nc7c(nc6C[C@]5(C)[C@@]4(O)CC(=O)[C@@]32CO[C@]12OC(C)(C)C[C@H]2O)C[C@@H]1CC[C@H]2C3=C[C@@H]4O[C@@]5(CC[C@](C)(O)CO5)[C@@H](C)[C@]4(O)[C@@]3(C)[C@H](O)C[C@@H]2[C@@]1(C)C7

Standard InChI:  InChI=1S/C54H74N2O10/c1-27-32-13-14-33-34-12-10-30-18-38-40(22-48(30,7)51(34,61)24-42(58)50(32,33)26-64-54(27)43(59)23-45(3,4)66-54)56-37-17-29-9-11-31-35(47(29,6)21-39(37)55-38)19-41(57)49(8)36(31)20-44-53(49,62)28(2)52(65-44)16-15-46(5,60)25-63-52/h14,20,27-32,34-35,41,43-44,57,59-62H,9-13,15-19,21-26H2,1-8H3/t27-,28-,29+,30+,31-,32-,34+,35+,41-,43-,44+,46+,47+,48+,49-,50-,51-,52+,53-,54+/m1/s1

Standard InChI Key:  BTYKYELOCDEYNL-SEUYVTEWSA-N

Molecule Features

Natural Product: Yes

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: 911.19

Molecular Weight (Monoisotopic): 910.5343

AlogP: 5.65

#Rotatable Bonds: 0

Polar Surface Area: 180.92

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.68

CX Basic pKa: 1.50

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 1

Heavy Atoms: 66

QED Weighted: 0.20

Np Likeness Score: 2.04

References

1. Pettit GR, Xu J, Schmidt JM, Boyd MR.  (1995)  Isolation and structure of the exceptional Pterobranchia human cancer inhibitors cephalostatins 16 and 171,  5  (17): [10.1016/0960-894X(95)00346-U]

2. Moser BR..  (2008)  Review of cytotoxic cephalostatins and ritterazines: isolation and synthesis.,  71  (3): [PMID:18197599] [10.1021/np070536z]

3. Pettit GR, Xu JP, Chapuis JC, Melody N..  (2015)  The Cephalostatins. 24. Isolation, Structure, and Cancer Cell Growth Inhibition of Cephalostatin 20.,  78  (6): [PMID:26042639] [10.1021/acs.jnatprod.5b00129]

Source

Source(1):

• Scientific Literature