ID: ALA256953

Max Phase: Preclinical

Molecular Formula: C54H76N2O13

Molecular Weight: 961.20

Molecule Type: Small molecule

Representations

Synonyms (1): Cephalostatin 13
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@@H]1[C@]2(O[C@H]3C=C4[C@@H]5CC[C@H]6Cc7nc8c(nc7C[C@]6(C)[C@H]5C[C@@H](O)[C@]4(C)[C@]31O)C[C@@H]1CC[C@H]3C4=C[C@@H]5O[C@]6(O[C@](C)(CO)C[C@H]6O)[C@@H](C)[C@]5(O)[C@@]4(C)[C@H](O)C[C@@H]3[C@@]1(C)[C@H]8O)O[C@](C)(CO)C[C@H]2O

Standard InChI:  InChI=1S/C54H76N2O13/c1-24-51(64)41(66-53(24)39(61)20-45(3,22-57)68-53)17-32-28-11-9-26-13-34-36(19-47(26,5)30(28)15-37(59)49(32,51)7)55-35-14-27-10-12-29-31(48(27,6)44(63)43(35)56-34)16-38(60)50(8)33(29)18-42-52(50,65)25(2)54(67-42)40(62)21-46(4,23-58)69-54/h17-18,24-31,37-42,44,57-65H,9-16,19-23H2,1-8H3/t24-,25-,26-,27-,28+,29+,30-,31-,37+,38+,39+,40+,41-,42-,44-,45-,46-,47-,48-,49+,50+,51+,52+,53-,54-/m0/s1

Standard InChI Key:  ZZWDNFAHBZOHKA-PXTNZQIYSA-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: 961.20

Molecular Weight (Monoisotopic): 960.5347

AlogP: 2.87

#Rotatable Bonds: 2

Polar Surface Area: 244.77

Molecular Species: NEUTRAL

HBA: 15

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.35

CX Basic pKa: 2.03

CX LogP: 0.88

CX LogD: 0.88

Aromatic Rings: 1

Heavy Atoms: 69

QED Weighted: 0.19

Np Likeness Score: 1.36

References

1. Pettit GR, Ichihara Y, Xu J, Boyd MR, Williams MD.  (1994)  Isolation and structure of the symmetrical disteroidal alkaloids cephalostatin 12 and cephalostatin 13,  4  (12): [10.1016/S0960-894X(01)80522-9]

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