(S)-2-((S)-2-(2-aminoacetamido)-3-methylbutanamido)-N1-((S)-1-((3S,6S,9S,12S,15R)-3-benzyl-9,12-bis(hydroxymethyl)-6-isobutyl-2,5,8,11,14-pentaoxo-1-thia-4,7,10,13-tetraazacyclohexadecan-15-ylamino)-1-oxopropan-2-yl)succinamide

ID: ALA3289785

Chembl Id: CHEMBL3289785

PubChem CID: 10191219

Max Phase: Preclinical

Molecular Formula: C38H58N10O12S

Molecular Weight: 879.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)CN)C(C)C)CSC(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C38H58N10O12S/c1-18(2)11-22-33(55)44-24(12-21-9-7-6-8-10-21)38(60)61-17-27(36(58)46-26(16-50)35(57)45-25(15-49)34(56)42-22)47-31(53)20(5)41-32(54)23(13-28(40)51)43-37(59)30(19(3)4)48-29(52)14-39/h6-10,18-20,22-27,30,49-50H,11-17,39H2,1-5H3,(H2,40,51)(H,41,54)(H,42,56)(H,43,59)(H,44,55)(H,45,57)(H,46,58)(H,47,53)(H,48,52)/t20-,22-,23-,24-,25-,26-,27-,30-/m0/s1

Standard InChI Key:  GOMDIOPXFUESDK-NWHYMTRRSA-N

Alternative Forms

1. Parent:

   

   ALA3289785

   H-Gly-Val-Asn-Ala-Cys(1)-Ser-Ser-Leu-Phe-(1)

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: 879.01

Molecular Weight (Monoisotopic): 878.3956

AlogP: -5.08

#Rotatable Bonds: 17

Polar Surface Area: 359.44

Molecular Species: BASE

HBA: 14

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.16

CX Basic pKa: 21.55

CX LogP: -5.07

CX LogD: -5.64

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.07

Np Likeness Score: 0.40

References

1. Figueroa M, Jarmusch AK, Raja HA, El-Elimat T, Kavanaugh JS, Horswill AR, Cooks RG, Cech NB, Oberlies NH..  (2014)  Polyhydroxyanthraquinones as quorum sensing inhibitors from the guttates of Penicillium restrictum and their analysis by desorption electrospray ionization mass spectrometry.,  77  (6): [PMID:24911880] [10.1021/np5000704]

2. Horswill AR, Gordon CP..  (2020)  Structure-Activity Relationship Studies of Small Molecule Modulators of the Staphylococcal Accessory Gene Regulator.,  63  (6): [PMID:31658413] [10.1021/acs.jmedchem.9b00798]

Source

Source(1):

• Scientific Literature