(R)-3-((2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-di-sec-butyl-15-(3-guanidinopropyl)-21-methoxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-ylamino)-2-hydroxy-3-oxopropyl hydrogen sulfate

ID: ALA1076832

Chembl Id: CHEMBL1076832

Cas Number: 1207348-72-8

PubChem CID: 45379635

Max Phase: Preclinical

Molecular Formula: C41H65N9O14S

Molecular Weight: 940.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@H]([C@@H](C)CC)N2C(=O)[C@H](CC[C@H]2OC)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H](O)COS(=O)(=O)O)[C@@H](C)OC1=O

Standard InChI:  InChI=1S/C41H65N9O14S/c1-8-22(3)31-40(58)64-24(5)32(48-36(54)29(51)21-63-65(59,60)61)37(55)45-26(16-13-19-44-41(42)43)34(52)46-27-17-18-30(62-7)50(38(27)56)33(23(4)9-2)39(57)49(6)28(35(53)47-31)20-25-14-11-10-12-15-25/h10-12,14-15,22-24,26-33,51H,8-9,13,16-21H2,1-7H3,(H,45,55)(H,46,52)(H,47,53)(H,48,54)(H4,42,43,44)(H,59,60,61)/t22-,23-,24+,26-,27-,28-,29+,30+,31-,32-,33-/m0/s1

Standard InChI Key:  MAPYTJSQLKSZEZ-WLQPTDKLSA-N

Alternative Forms

1. Parent:

   

   ALA1076832

   Micropeptin MZ 939A

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

Calculated Properties

Molecular Weight: 940.09

Molecular Weight (Monoisotopic): 939.4372

AlogP: -1.56

#Rotatable Bonds: 16

Polar Surface Area: 338.28

Molecular Species: ZWITTERION

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.16

CX Basic pKa: 11.62

CX LogP: -1.08

CX LogD: -1.08

Aromatic Rings: 1

Heavy Atoms: 65

QED Weighted: 0.03

Np Likeness Score: 1.35

References

1. Zafrir E, Carmeli S..  (2010)  Micropeptins from an Israeli fishpond water bloom of the cyanobacterium Microcystis sp.,  73  (3): [PMID:20028081] [10.1021/np900546u]

2. Adiv S, Carmeli S..  (2013)  Protease inhibitors from Microcystis aeruginosa bloom material collected from the Dalton Reservoir, Israel.,  76  (12): [PMID:24261937] [10.1021/np4006844]

Source

Source(1):

• Scientific Literature