2-Amino-N-[2-(4-hydroxy-benzyl)-3,7,14-trioxo-1,4,8triaza-cyclotetradec-13-yl]-3-phenyl-propionamide

ID: ALA2371260

PubChem CID: 11081770

Max Phase: Preclinical

Molecular Formula: C27H35N5O5

Molecular Weight: 509.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1ccccc1)C(=O)N[C@H]1CCCCNC(=O)CCNC(=O)[C@H](Cc2ccc(O)cc2)NC1=O

Standard InChI:  InChI=1S/C27H35N5O5/c28-21(16-18-6-2-1-3-7-18)25(35)31-22-8-4-5-14-29-24(34)13-15-30-26(36)23(32-27(22)37)17-19-9-11-20(33)12-10-19/h1-3,6-7,9-12,21-23,33H,4-5,8,13-17,28H2,(H,29,34)(H,30,36)(H,31,35)(H,32,37)/t21-,22-,23-/m0/s1

Standard InChI Key:  WTKDWDKXOKQFSN-VABKMULXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2371260

   H-Phe-Lys(1)-Tyr-bAla-(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: 509.61

Molecular Weight (Monoisotopic): 509.2638

AlogP: 0.28

#Rotatable Bonds: 6

Polar Surface Area: 162.65

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.49

CX Basic pKa: 7.70

CX LogP: 0.26

CX LogD: -0.08

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: 0.60

References

1. Haramura M, Okamachi A, Tsuzuki K, Yogo K, Ikuta M, Kozono T, Takanashi H, Murayama E..  (2002)  Design and synthesis of motilin antagonists derived from the [1-4] fragment of porcine motilin.,  45  (3): [PMID:11806718] [10.1021/jm010332u]

Source

Source(1):

• Scientific Literature