Degarelix

C₈₂H₁₀₃ClN₁₈O₁₆CAS 214766-78-61632.29 g/mol

Open in Covalent MOL file

Alcohol Amide Aryl halide Lactam Secondary amine Urea

Properties

Molecular formula: C₈₂H₁₀₃ClN₁₈O₁₆
Molar mass: 1632.29 g/mol
Exact mass: 1630.7488 Da
logP: 1.51Crippen estimate
Polar surface area: 512.9 Å²
H-bond donors / acceptors: 17 / 18
Rotatable bonds: 41
Stereocentres: R, S, S, S, R, S, S, S, R, R, Rin SMILES atom order

Hazards

Danger

H360 May damage fertility or the unborn child100% of notifiers

Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P280, P318, P405, P501

Identifiers

CAS number

214766-78-6

SMILES

C[C@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCNC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC2=CC=C(C=C2)NC(=O)N)NC(=O)[C@H](CC3=CC=C(C=C3)NC(=O)[C@@H]4CC(=O)NC(=O)N4)NC(=O)[C@H](CO)NC(=O)[C@@H](CC5=CN=CC=C5)NC(=O)[C@@H](CC6=CC=C(C=C6)Cl)NC(=O)[C@@H](CC7=CC8=CC=CC=C8C=C7)NC(=O)C

InChIKey

MEUCPCLKGZSHTA-XYAYPHGZSA-N

InChI

InChI=1S/C82H103ClN18O16/c1-45(2)35-60(72(107)92-59(16-9-10-33-87-46(3)4)80(115)101-34-12-17-68(101)79(114)88-47(5)70(84)105)93-74(109)63(38-51-23-30-58(31-24-51)91-81(85)116)95-76(111)64(39-50-21-28-57(29-22-50)90-71(106)66-42-69(104)100-82(117)99-66)97-78(113)67(44-102)98-77(112)65(41-53-13-11-32-86-43-53)96-75(110)62(37-49-19-26-56(83)27-20-49)94-73(108)61(89-48(6)103)40-52-18-25-54-14-7-8-15-55(54)36-52/h7-8,11,13-15,18-32,36,43,45-47,59-68,87,102H,9-10,12,16-17,33-35,37-42,44H2,1-6H3,(H2,84,105)(H,88,114)(H,89,103)(H,90,106)(H,92,107)(H,93,109)(H,94,108)(H,95,111)(H,96,110)(H,97,113)(H,98,112)(H3,85,91,116)(H2,99,100,104,117)/t47-,59+,60+,61-,62-,63-,64+,65-,66+,67+,68+/m1/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 8.50 (br s, 1H), 8.48 (d, J = 1.8 Hz, 1H), 8.45 (dd, J = 4.9, 1.8 Hz, 1H), 7.84 (dd, J = 8.3, 1.3 Hz, 1H), 7.84 (dd, J = 8.3, 1.3 Hz, 1H), 7.78 (d, J = 8.3 Hz, 1H), 7.70 (d, J = 1.3 Hz, 1H), 7.54 (dt, J = 7.7, 1.8 Hz, 1H), 7.47 (m, J = 8.3, 6.8, 1.3 Hz, 1H), 7.47 (m, J = 8.3, 6.8, 1.3 Hz, 1H), 7.42 (d, J = 7.7 Hz, 2H), 7.42 (d, J = 7.7 Hz, 2H), 7.40 (br s, 1H), 7.33 (d, J = 7.7 Hz, 2H), 7.33 (dd, J = 8.3, 1.3 Hz, 1H), 7.23 (dd, J = 7.7, 4.9 Hz, 1H), 7.20 (d, J = 7.7 Hz, 2H), 7.15 (d, J = 7.7 Hz, 2H), 7.15 (d, J = 7.7 Hz, 2H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.80 (br s, 2H), 5.09 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.08 (td, J = 7.0, 5.0 Hz, 1H), 5.00 (br s, 1H), 5.00 (br s, 2H), 5.00 (br d, J = 5.0 Hz, 1H), 4.73 (qd, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.54 (td, J = 7.0, 5.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.15 (d, J = 7.0 Hz, 2H), 3.41 (t, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 3.16 (d, J = 7.0 Hz, 2H), 2.96 (d, J = 7.0 Hz, 2H), 2.90 (sept, J = 7.0 Hz, 1H), 2.62 (t, J = 7.0 Hz, 2H), 2.16 (q, J = 7.0 Hz, 2H), 2.02 (s, 3H), 2.00 (br s, 1H), 1.91 (quint, J = 7.0 Hz, 2H), 1.80 (q, J = 7.0 Hz, 2H), 1.80 (t, J = 7.0 Hz, 2H), 1.55 (m, J = 7.0 Hz, 1H), 1.51 (quint, J = 7.0 Hz, 2H), 1.39 (d, J = 7.0 Hz, 3H), 1.27 (quint, J = 7.0 Hz, 2H), 1.20 (br s, 1H), 1.10 (d, J = 7.0 Hz, 6H), 0.86 (d, J = 7.0 Hz, 6H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 173.6, 172.9, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 172.1, 171.6, 171.1, 158.6, 158.6, 149.3, 147.1, 142.1, 141.6, 139.7, 139.7, 139.5, 135.4, 135.3, 135.3, 133.5, 132.0, 130.8, 128.8, 128.5, 128.0, 128.0, 128.0, 128.0, 127.9, 127.4, 125.9, 125.9, 125.3, 123.7, 120.2, 120.2, 67.2, 67.0, 60.2, 59.4, 59.4, 59.4, 59.4, 59.4, 58.3, 57.3, 54.5, 53.8, 51.4, 46.7, 44.8, 43.6, 40.3, 40.3, 40.3, 40.3, 40.3, 34.2, 31.8, 29.4, 25.8, 24.2, 23.1, 22.4, 21.6, 21.6, 19.7, 19.6.

[M + H]+

[M + H]+ Calcd for C82H104ClN18O16 1631.7561

[M + Na]+

[M + Na]+ Calcd for C82H103ClN18NaO16 1653.7380

[M − H]−

[M − H]− Calcd for C82H102ClN18O16 1629.7415

Elemental analysis

Anal. Calcd for C82H103ClN18O16: C, 60.34; H, 6.36; N, 15.45.