Caspofungin impurity A

C₅₁H₈₆N₁₀O₁₅CAS 1202167-57-41079.30 g/mol

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Alcohol Amide Lactam Phenol Primary amine Secondary amine

Properties

Molecular formula: C₅₁H₈₆N₁₀O₁₅
Molar mass: 1079.30 g/mol
Exact mass: 1078.6274 Da
logP: -3.70Crippen estimate
Polar surface area: 412.0 Å²
H-bond donors / acceptors: 16 / 18
Rotatable bonds: 23
Stereocentres: S, R, S, S, S, S, S, S, R, S, S, S, Rin 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

1202167-57-4

SMILES

CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@H]([C@H](NC(=O)[C@@H]2[C@H](CCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@@H](NC1=O)CO)O)[C@@H]([C@H](C4=CC=C(C=C4)O)O)O)[C@@H](CCN)O)O)NCCN)O

InChIKey

GINOBWNPZWJLMW-KYODTCIHSA-N

InChI

InChI=1S/C51H86N10O15/c1-4-28(2)23-29(3)11-9-7-5-6-8-10-12-39(68)55-33-25-38(67)45(54-21-20-53)59-49(74)42-37(66)18-22-60(42)51(76)40(36(65)17-19-52)57-48(73)41(44(70)43(69)30-13-15-31(63)16-14-30)58-47(72)35-24-32(64)26-61(35)50(75)34(27-62)56-46(33)71/h13-16,28-29,32-38,40-45,54,62-67,69-70H,4-12,17-27,52-53H2,1-3H3,(H,55,68)(H,56,71)(H,57,73)(H,58,72)(H,59,74)/t28?,29?,32-,33+,34+,35+,36-,37+,38-,40+,41+,42+,43+,44+,45+/m1/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.17 (d, J = 7.7 Hz, 2H), 6.73 (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), 5.45 (d, J = 7.0 Hz, 1H), 5.30 (br s, 1H), 5.26 (t, J = 7.0 Hz, 1H), 5.09 (dd, J = 7.0, 5.0 Hz, 1H), 5.09 (dd, J = 7.0, 5.0 Hz, 1H), 5.09 (dd, J = 7.0, 5.0 Hz, 1H), 5.09 (td, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.63 (m, J = 7.0 Hz, 1H), 4.62 (m, J = 7.0 Hz, 1H), 4.55 (q, J = 7.0 Hz, 1H), 4.54 (q, J = 7.0 Hz, 1H), 4.38 (quint, J = 7.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.15 (d, J = 7.0 Hz, 2H), 3.77 (d, J = 7.0 Hz, 2H), 3.41 (t, J = 7.0 Hz, 2H), 2.92 (m, J = 7.0 Hz, 2H), 2.86 (m, J = 7.0 Hz, 2H), 2.68 (t, J = 7.0 Hz, 2H), 2.52 (t, J = 7.0 Hz, 2H), 2.27 (q, J = 7.0 Hz, 2H), 2.22 (t, J = 7.0 Hz, 2H), 2.16 (t, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.87 (q, J = 7.0 Hz, 2H), 1.55 (m, J = 7.0 Hz, 1H), 1.55 (m, J = 7.0 Hz, 1H), 1.52 (quint, J = 7.0 Hz, 2H), 1.27 (quint, J = 7.0 Hz, 2H), 1.27 (t, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.20 (br s, 2H), 1.20 (br s, 1H), 1.20 (br s, 2H), 0.86 (t, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 174.4, 172.1, 172.1, 172.1, 172.1, 171.6, 171.6, 154.4, 133.4, 128.3, 115.7, 79.2, 76.3, 75.0, 73.2, 69.9, 67.5, 67.2, 66.8, 64.5, 64.1, 61.3, 60.2, 55.0, 53.6, 52.8, 50.8, 44.2, 43.8, 42.3, 37.5, 36.0, 35.9, 35.4, 34.4, 33.8, 31.7, 31.1, 30.6, 30.3, 30.3, 29.6, 29.5, 29.3, 27.8, 25.7, 20.4, 20.1, 11.5.

[M + H]+

[M + H]+ Calcd for C51H87N10O15 1079.6347

[M + Na]+

[M + Na]+ Calcd for C51H86N10NaO15 1101.6166

[M − H]−

[M − H]− Calcd for C51H85N10O15 1077.6201

Elemental analysis

Anal. Calcd for C51H86N10O15: C, 56.76; H, 8.03; N, 12.98.