(2S)-2,6-diamino-N-[(5R,8S,11S,14S,17S,20R)-5-{[(1S)-1-carbamoylethyl]carbamoyl}-17-(carbamoylmethyl)-8,14-bis[(1R)-1-hydroxyethyl]-11-methyl-7,10,13,16,19-pentaoxo-3,22-dithia-6,9,12,15,18-pentaazabicyclo[22.2.2]octacosa-1(26),24,27-trien-20-yl]hexanamide

ID: ALA2012072

Chembl Id: CHEMBL2012072

PubChem CID: 70691562

Max Phase: Preclinical

Molecular Formula: C38H61N11O11S2

Molecular Weight: 912.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CSCc2ccc(cc2)CSC[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/C38H61N11O11S2/c1-18(31(42)53)43-35(57)26-16-61-14-22-8-10-23(11-9-22)15-62-17-27(46-33(55)24(40)7-5-6-12-39)36(58)45-25(13-28(41)52)34(56)49-29(20(3)50)37(59)44-19(2)32(54)48-30(21(4)51)38(60)47-26/h8-11,18-21,24-27,29-30,50-51H,5-7,12-17,39-40H2,1-4H3,(H2,41,52)(H2,42,53)(H,43,57)(H,44,59)(H,45,58)(H,46,55)(H,47,60)(H,48,54)(H,49,56)/t18-,19-,20+,21+,24-,25-,26-,27-,29-,30-/m0/s1

Standard InChI Key:  YDSJGMVODDIUBX-HVPOVZDUSA-N

Alternative Forms

1. Parent:

   

   ALA2012072

   (5R,8S,11S,14S,17S,20R)-17-(2-amino-2-oxoethyl)-N-[(2S)-1-amino-1-oxopropan-2-yl]-20-[[(2S)-2,6-diaminohexanoyl]amino]-8,14-bis[(1R)-1-hydroxyethyl]-11-methyl-7,10,13,16,19-pentaoxo-3,22-dithia-6,9,12,15,18-pentazabicyclo[22.2.2]octacosa-1(26),24,27-trien

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: 912.11

Molecular Weight (Monoisotopic): 911.3993

AlogP: -4.82

#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: 8.14

CX Basic pKa: 25.66

CX LogP: -6.10

CX LogD: -9.25

Aromatic Rings: 1

Heavy Atoms: 62

QED Weighted: 0.07

Np Likeness Score: 0.78

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