ID: ALA486287

Max Phase: Preclinical

Molecular Formula: C27H36N4O2

Molecular Weight: 448.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN[C@@H](CC(C)C)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)NCCc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C27H36N4O2/c1-19(2)16-24(28-3)27(33)31(4)25(17-20-10-6-5-7-11-20)26(32)29-15-14-21-18-30-23-13-9-8-12-22(21)23/h5-13,18-19,24-25,28,30H,14-17H2,1-4H3,(H,29,32)/t24-,25-/m0/s1

Standard InChI Key:  SOIIKURIVIWMKK-DQEYMECFSA-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: 448.61

Molecular Weight (Monoisotopic): 448.2838

AlogP: 3.53

#Rotatable Bonds: 11

Polar Surface Area: 77.23

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.82

CX LogP: 3.98

CX LogD: 2.55

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: 0.10

References

1. Lang G, Kalvelage T, Peters A, Wiese J, Imhoff JF..  (2008)  Linear and cyclic peptides from the entomopathogenic bacterium Xenorhabdus nematophilus.,  71  (6): [PMID:18491867] [10.1021/np800053n]

2. Reimer D, Nollmann FI, Schultz K, Kaiser M, Bode HB..  (2014)  Xenortide Biosynthesis by Entomopathogenic Xenorhabdus nematophila.,  77  (8): [PMID:25080196] [10.1021/np500390b]

Source

Source(1):

• Scientific Literature