ID: ALA4163359

Max Phase: Preclinical

Molecular Formula: C41H62N4O8

Molecular Weight: 738.97

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCCC[C@H]1OC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H]1C

Standard InChI:  InChI=1S/C41H62N4O8/c1-11-13-15-22-31-28(8)36(46)42-33(25(3)4)39(49)43(9)34(26(5)6)40(50)53-32(24-29-19-16-14-17-20-29)38(48)45-23-18-21-30(45)37(47)44(10)35(27(7)12-2)41(51)52-31/h11,14,16-17,19-20,25-28,30-35H,1,12-13,15,18,21-24H2,2-10H3,(H,42,46)/t27-,28-,30-,31+,32-,33-,34-,35-/m0/s1

Standard InChI Key:  STWXMGWZPNZIOX-YYUBPKKPSA-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: 738.97

Molecular Weight (Monoisotopic): 738.4568

AlogP: 4.55

#Rotatable Bonds: 10

Polar Surface Area: 142.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa:

CX LogP: 5.90

CX LogD: 5.90

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.21

Np Likeness Score: 1.47

References

1. Levert A, Alvariño R, Bornancin L, Abou Mansour E, Burja AM, Genevière AM, Bonnard I, Alonso E, Botana L, Banaigs B..  (2018)  Structures and Activities of Tiahuramides A-C, Cyclic Depsipeptides from a Tahitian Collection of the Marine Cyanobacterium Lyngbya majuscula.,  81  (6): [PMID:29792428] [10.1021/acs.jnatprod.7b00751]

Source

Source(1):

• Scientific Literature