(2S)-1-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidin-2-yl]formamido}acetyl)p...

General Information

Structure

Molecular Formula

C₃₃H₅₇N₁₁O₉

Molecular Mass

751.87398

Exact Mass

751.43407246

Charge

InChI

InChI=1S/C33H57N11O9/c1-19(45)26(35)29(49)41-20(8-2-3-13-34)30(50)44-17-6-11-23(44)28(48)40-21(9-4-14-38-33(36)37)31(51)43-16-5-10-22(43)27(47)39-18-25(46)42-15-7-12-24(42)32(52)53/h19-24,26,45H,2-18,34-35H2,1H3,(H,39,47)(H,40,48)(H,41,49)(H,52,53)(H4,36,37,38)/t19-,20+,21+,22+,23+,24+,26+/m1/s1

InChIKey

JTDTXGMXNXBGBZ-YVHUGQOKSA-N

Canonic Smiles

NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N1CCC[C@H]1C(=O)O)CCCN=C(N)N)NC(=O)[C@H]([C@H](O)C)N

Isomeric Smiles

O=C(O)[C@H]1N(C(=O)CNC(=O)[C@H]2N(C(=O)[C@@H](NC(=O)[C@H]3N(C(=O)[C@@H](NC(=O)[C@@H](N)[C@H](O)C)CCCCN)CCC3)CCCN=C(N)N)CCC2)CCC1

Calculated Properties

JChem

Acid pKa

3.1801362

H Acceptors

H Donor

LogD (pH = 5.5)

-12.019453

LogD (pH = 7.4)

-9.933207

Log P

-7.379074

Molar Refractivity

189.2628

Polarizability

74.04058

Polar Surface Area

322.2

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(2S)-1-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid

Synonyms

L-threonyl-L-lysyl-L-prolyl-L-arginyl-L-prolylglycyl-L-ProlineSelankSelanc

IUPAC Traditional name

Names and Identifiers

Registration numbers

Wikipedia Title

Selank

Chemspider ID

9940290

PubChem SID

162223724

PubChem CID