ID: ALA509059

Max Phase: Preclinical

Molecular Formula: C51H83N4O15P

Molecular Weight: 1023.21

Molecule Type: Small molecule

Representations

Synonyms (1): Calyculin C
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC[C@@H]([C@H](O)[C@H](O)C(=O)N[C@H](C)C[C@H](C)c1nc(/C=C/C[C@@H]2O[C@]3(C[C@@H](O)[C@@H]2C)O[C@H]([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)/C=C(C)/C(C)=C/C=C/C(C)=C\C#N)OC)[C@H](OP(=O)(O)O)C3(C)C)co1)N(C)C

Standard InChI:  InChI=1S/C51H83N4O15P/c1-29(21-22-52)17-15-18-30(2)31(3)23-32(4)43(58)36(8)39(56)25-42(66-14)46-47(70-71(62,63)64)50(9,10)51(69-46)26-40(57)35(7)41(68-51)20-16-19-37-27-67-49(54-37)33(5)24-34(6)53-48(61)45(60)44(59)38(28-65-13)55(11)12/h15-19,21,23,27,32-36,38-47,56-60H,20,24-26,28H2,1-14H3,(H,53,61)(H2,62,63,64)/b17-15+,19-16+,29-21-,30-18+,31-23+/t32-,33+,34-,35+,36+,38+,39+,40-,41+,42+,43-,44+,45+,46-,47+,51-/m1/s1

Standard InChI Key:  MDHVPFKPZGGNLB-KWKPKXEISA-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: 1023.21

Molecular Weight (Monoisotopic): 1022.5593

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Gupta V, Ogawa AK, Du X, Houk KN, Armstrong RW..  (1997)  A model for binding of structurally diverse natural product inhibitors of protein phosphatases PP1 and PP2A.,  40  (20): [PMID:9379439] [10.1021/jm960873x]

2. Schmitz FJ, Yasumoto T..  (1991)  The 1990 United States-Japan seminar on bioorganic marine chemistry, meeting report.,  54  (6): [PMID:1812209] [10.1021/np50078a001]

3. Egami Y, Wakimoto T, Abe I..  (2014)  Phosphocalyculin C as a pyrophosphate protoxin of calyculin C in the marine sponge Discodermia calyx.,  24  (22): [PMID:25442302] [10.1016/j.bmcl.2014.10.002]

Source

Source(1):

• Scientific Literature