ID: ALA230152

Max Phase: Preclinical

Molecular Formula: C41H53N7O8

Molecular Weight: 771.92

Molecule Type: Small molecule

Representations

Synonyms (1): gypsophin
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC[C@@H](C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)N2C(=O)C[C@H](NC(=O)[C@H](Cc3ccccc3)NC(=O)CNC(=O)[C@@H]3CCCN3C(=O)[C@H](CC(C)C)NC1=O)C2=O

Standard InChI:  InChI=1S/C41H53N7O8/c1-5-25(4)35-39(54)45-29(19-24(2)3)40(55)47-18-12-17-31(47)37(52)42-23-33(49)43-28(20-26-13-8-6-9-14-26)36(51)44-30-22-34(50)48(41(30)56)32(38(53)46-35)21-27-15-10-7-11-16-27/h6-11,13-16,24-25,28-32,35H,5,12,17-23H2,1-4H3,(H,42,52)(H,43,49)(H,44,51)(H,45,54)(H,46,53)/t25-,28+,29+,30+,31+,32+,35+/m1/s1

Standard InChI Key:  UDQQAHUINNPVOR-KQPNNKGBSA-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: 771.92

Molecular Weight (Monoisotopic): 771.3956

AlogP: 0.75

#Rotatable Bonds: 8

Polar Surface Area: 203.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.57

CX Basic pKa:

CX LogP: 1.42

CX LogD: 1.42

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.24

Np Likeness Score: 1.02

References

1. Luo JG, Wang XB, Ma L, Kong LY..  (2007)  Gypsophin: a novel alpha-glucosidase inhibitory cyclic peptide from the roots of Gypsophila oldhamiana.,  17  (16): [PMID:17587576] [10.1016/j.bmcl.2007.06.011]

Source

Source(1):

• Scientific Literature