CAS 21566-74-5|(2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxy-2-methylpropyl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid|aadcv|L-D-(a-Aminoadipoyl)-L-Cysteinyl-D-Valine|ACV|AADCV|5-(2-Aminoad)-cys...

General Information

Structure

Molecular Formula

C₁₄H₂₅N₃O₆S

Molecular Mass

363.4298

Exact Mass

363.14640654

Charge

InChI

InChI=1S/C14H25N3O6S/c1-7(2)11(14(22)23)17-12(19)9(6-24)16-10(18)5-3-4-8(15)13(20)21/h7-9,11,24H,3-6,15H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/t8-,9-,11+/m0/s1

InChIKey

BYEIJZFKOAXBBV-ATZCPNFKSA-N

Canonic Smiles

SC[C@@H](C(=O)N[C@@H](C(=O)O)C(C)C)NC(=O)CCC[C@@H](C(=O)O)N

Isomeric Smiles

O=C(N[C@@H](C(=O)O)C(C)C)[C@@H](NC(=O)CCC[C@@H](C(=O)O)N)CS

Calculated Properties

JChem

LogD (pH = 7.4)

-6.27

LogD (pH = 5.5)

-4.49

Log P

-2.96

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

1.94

Polar Surface Area

158.82

Polarizability

36.70

Molar Refractivity

87.21

LOG S

-2.45

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxy-2-methylpropyl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid

IUPAC Traditional name

aadcv (α-aminoadipyl)cysteinylvaline

Synonyms

L-D-(a-Aminoadipoyl)-L-Cysteinyl-D-ValineACVAADCV5-(2-Aminoad)-cys-valL-D-(A-AMINOADIPOYL)-L-CYSTEINYL-D-VALINEACVdelta(L-2-Aminoadipyl)-L-cysteinyl-D-valineN-[L-5-Amino-5-carboxypentanoyl]-L-cysteinyl-D-valine(alpha-Aminoadipyl)-cys-valN-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valinedelta(L-2-aminoadipyl)-L-cysteinyl-D-valineL-delta-(alpha-Aminoadipoyl)-L-cysteinyl-D-valine

Names and Identifiers

Registration numbers

PubChem CID

448130

PubChem SID

160965247465065988145552