(6R,9S,12S,15S,18S,21R)-N-((S)-1-amino-1-oxopropan-2-yl)-18-(2-amino-2-oxoethyl)-21-((S)-2,6-diaminohexanamido)-9,15-bis((R)-1-hydroxyethyl)-12-methyl-8,11,14,17,20-pentaoxo-1,4-dithia-7,10,13,16,19-pentaazacyclodocosane-6-carboxamide

ID: ALA2012074

Chembl Id: CHEMBL2012074

PubChem CID: 70683173

Max Phase: Preclinical

Molecular Formula: C32H57N11O11S2

Molecular Weight: 836.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CSCCSC[C@H](NC(=O)[C@@H](N)CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)C(N)=O

Standard InChI:  InChI=1S/C32H57N11O11S2/c1-14(25(36)47)37-29(51)20-12-55-9-10-56-13-21(40-27(49)18(34)7-5-6-8-33)30(52)39-19(11-22(35)46)28(50)43-23(16(3)44)31(53)38-15(2)26(48)42-24(17(4)45)32(54)41-20/h14-21,23-24,44-45H,5-13,33-34H2,1-4H3,(H2,35,46)(H2,36,47)(H,37,51)(H,38,53)(H,39,52)(H,40,49)(H,41,54)(H,42,48)(H,43,50)/t14-,15-,16+,17+,18-,19-,20-,21-,23-,24-/m0/s1

Standard InChI Key:  YQUFOCABYPQFJR-RFQCMOAYSA-N

Alternative Forms

1. Parent:

   

   ALA2012074

   (6R,9S,12S,15S,18S,21R)-18-(2-amino-2-oxoethyl)-N-[(2S)-1-amino-1-oxopropan-2-yl]-21-[[(2S)-2,6-diaminohexanoyl]amino]-9,15-bis[(1R)-1-hydroxyethyl]-12-methyl-8,11,14,17,20-pentaoxo-1,4-dithia-7,10,13,16,19-pentazacyclodocosane-6-carboxamide

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: 836.01

Molecular Weight (Monoisotopic): 835.3680

AlogP: -6.52

#Rotatable Bonds: 13

Polar Surface Area: 382.38

Molecular Species: BASE

HBA: 15

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.37

CX Basic pKa: 21.81

CX LogP: -8.06

CX LogD: -11.21

Aromatic Rings: ┄

Heavy Atoms: 56

QED Weighted: 0.08

Np Likeness Score: 0.71

References

1. Kowalczyk R, Harris PW, Brimble MA, Callon KE, Watson M, Cornish J..  (2012)  Synthesis and evaluation of disulfide bond mimetics of amylin-(1-8) as agents to treat osteoporosis.,  20  (8): [PMID:22398258] [10.1016/j.bmc.2012.02.030]

Source

Source(1):

• Scientific Literature