(E)-N-((2S)-3-cyclohexyl-1-((2R,6S,14aS,20S,23aS)-6-ethyl-2-methyl-5,8,14,19,23-pentaoxodocosahydropyrido[2,1-i]dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13]oxatetraazacyclohexadecin-20-ylamino)-1-oxopropan-2-yl)hept-2-enamide

ID: ALA3765150

Chembl Id: CHEMBL3765150

PubChem CID: 127027121

Max Phase: Preclinical

Molecular Formula: C40H62N6O8

Molecular Weight: 754.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C=C/C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H]1COC(=O)[C@@H]2C[C@@H](C)CN2C(=O)[C@H](CC)NC(=O)[C@@H]2CCCCN2C(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C40H62N6O8/c1-4-6-7-11-19-34(47)41-29(23-27-15-9-8-10-16-27)35(48)43-30-25-54-40(53)33-22-26(3)24-46(33)37(50)28(5-2)42-36(49)31-17-12-13-20-44(31)39(52)32-18-14-21-45(32)38(30)51/h11,19,26-33H,4-10,12-18,20-25H2,1-3H3,(H,41,47)(H,42,49)(H,43,48)/b19-11+/t26-,28+,29+,30+,31+,32+,33+/m1/s1

Standard InChI Key:  JRYLTOAJHCNAKK-ZJIZBMKYSA-N

Alternative Forms

1. Parent:

   

   ALA3765150

   ---

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

Calculated Properties

Molecular Weight: 754.97

Molecular Weight (Monoisotopic): 754.4629

AlogP: 2.73

#Rotatable Bonds: 10

Polar Surface Area: 174.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.14

CX Basic pKa:

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 0

Heavy Atoms: 54

QED Weighted: 0.17

Np Likeness Score: 0.64

References

1. Goodreid JD, Janetzko J, Santa Maria JP, Wong KS, Leung E, Eger BT, Bryson S, Pai EF, Gray-Owen SD, Walker S, Houry WA, Batey RA..  (2016)  Development and Characterization of Potent Cyclic Acyldepsipeptide Analogues with Increased Antimicrobial Activity.,  59  (2): [PMID:26818454] [10.1021/acs.jmedchem.5b01451]

Source

Source(1):

• Scientific Literature