CAS 2873-38-3|Ergovaline|(4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0<sup>2</sup>,<sup>6</sup>]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7....

General Information

Structure

Molecular Formula

C₂₉H₃₅N₅O₅

Molecular Mass

533.6187

Exact Mass

533.26381925

Charge

InChI

InChI=1S/C29H35N5O5/c1-15(2)24-26(36)33-10-6-9-22(33)29(38)34(24)27(37)28(3,39-29)31-25(35)17-11-19-18-7-5-8-20-23(18)16(13-30-20)12-21(19)32(4)14-17/h5,7-8,11,13,15,17,21-22,24,30,38H,6,9-10,12,14H2,1-4H3,(H,31,35)/t17-,21-,22+,24+,28-,29+/m1/s1

InChIKey

BGHDUTQZGWOQIA-VQSKNWBGSA-N

Canonic Smiles

O=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](C(C)C)C(=O)N1[C@H]2CCC1)O

Isomeric Smiles

O=C1N2CCC[C@H]2[C@]2(O)O[C@](C(=O)N2[C@H]1C(C)C)(NC(=O)[C@@H]1C=C2c3cccc4c3c(c[nH]4)C[C@H]2N(C)C1)C

Calculated Properties

JChem

Acid pKa

9.695486

H Acceptors

H Donor

LogD (pH = 5.5)

-0.3272176

LogD (pH = 7.4)

1.397892

Log P

1.8289045

Molar Refractivity

144.5444

Polarizability

56.78957

Polar Surface Area

118.21

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

Ergovaline

IUPAC name

(4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

IUPAC Traditional name

ergovaline

Names and Identifiers

Registration numbers

Wikipedia Title

PubChem CID

Chemspider ID

CAS Number