Demethyldolastatin 10

C₄₁H₆₆N₆O₆SCAS 203849-91-6771.07 g/mol

Open in Covalent MOL file

Amide Ether Secondary amine

Properties

Molecular formula: C₄₁H₆₆N₆O₆S
Molar mass: 771.07 g/mol
Exact mass: 770.4765 Da
logP: 4.85Crippen estimate
Polar surface area: 142.2 Å²
H-bond donors / acceptors: 3 / 9
Rotatable bonds: 21
Stereocentres: S, S, R, S, R, R, S, S, Sin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number

203849-91-6

SMILES

CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@@H]([C@@H](C)C(=O)N[C@@H](CC2=CC=CC=C2)C3=NC=CS3)OC)OC)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC

InChIKey

BLUGYPPOFIHFJS-UUFHNPECSA-N

InChI

InChI=1S/C41H66N6O6S/c1-12-27(6)36(46(9)41(51)35(26(4)5)45-39(50)34(42-8)25(2)3)32(52-10)24-33(48)47-21-16-19-31(47)37(53-11)28(7)38(49)44-30(40-43-20-22-54-40)23-29-17-14-13-15-18-29/h13-15,17-18,20,22,25-28,30-32,34-37,42H,12,16,19,21,23-24H2,1-11H3,(H,44,49)(H,45,50)/t27-,28+,30-,31-,32+,34-,35-,36-,37+/m0/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.98 (d, J = 3.2 Hz, 1H), 7.41 (d, J = 3.2 Hz, 1H), 7.30 (m, J = 7.7 Hz, 2H), 7.22 (m, J = 7.7, 1.6 Hz, 2H), 7.19 (m, J = 7.7, 1.6 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.60 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (dd, J = 7.0, 5.0 Hz, 1H), 4.38 (t, J = 7.0 Hz, 1H), 4.13 (q, J = 7.0 Hz, 1H), 4.13 (t, J = 7.0 Hz, 1H), 3.74 (q, J = 7.0 Hz, 1H), 3.58 (d, J = 7.0 Hz, 1H), 3.41 (t, J = 7.0 Hz, 2H), 3.31 (d, J = 7.0 Hz, 2H), 3.30 (s, 3H), 3.30 (s, 3H), 2.85 (s, 3H), 2.73 (quint, J = 7.0 Hz, 1H), 2.55 (d, J = 7.0 Hz, 2H), 2.43 (s, 3H), 2.08 (m, J = 7.0 Hz, 1H), 2.04 (m, J = 7.0 Hz, 1H), 1.91 (m, J = 7.0 Hz, 2H), 1.91 (m, J = 7.0 Hz, 2H), 1.83 (sept, J = 7.0 Hz, 1H), 1.27 (quint, J = 7.0 Hz, 2H), 1.20 (br s, 1H), 1.11 (d, J = 7.0 Hz, 3H), 0.86 (t, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 6H), 0.86 (d, J = 7.0 Hz, 6H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 177.1, 173.9, 172.1, 171.6, 168.2, 144.1, 143.7, 128.3, 127.8, 125.6, 119.7, 83.6, 77.2, 72.5, 64.7, 64.0, 63.1, 62.4, 51.7, 51.4, 46.2, 44.0, 38.4, 36.6, 33.5, 31.3, 30.6, 29.4, 28.3, 26.9, 25.5, 22.3, 16.5, 16.2, 15.3, 11.5, 9.6.

[M + H]+

[M + H]+ Calcd for C41H67N6O6S 771.4837

[M + Na]+

[M + Na]+ Calcd for C41H66N6NaO6S 793.4657

[M − H]−

[M − H]− Calcd for C41H65N6O6S 769.4692

Elemental analysis

Anal. Calcd for C41H66N6O6S: C, 63.87; H, 8.63; N, 10.90; S, 4.16.