Fmoc-val-cit-PAB

C33H39N5O6CAS 159858-22-7601.70 g/mol

Open in Covalent MOL file
ONHHNONH2ONHHONHOO
AlcoholAmideCarbamateUrea

Properties

Molecular formula
C33H39N5O6
Molar mass
601.70 g/mol
Exact mass
601.2900 Da
logP
3.61Crippen estimate
Polar surface area
171.9 Ų
H-bond donors / acceptors
6 / 6
Rotatable bonds
13
Stereocentres
S, Sin SMILES atom order

Hazards

Not classified as hazardous under GHS. Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number
159858-22-7
SMILES
CC(C)[C@@H](C(=O)N[C@@H](CCCNC(=O)N)C(=O)NC1=CC=C(C=C1)CO)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChIKey
DALMAZHDNFCDRP-VMPREFPWSA-N
InChI
InChI=1S/C33H39N5O6/c1-20(2)29(38-33(43)44-19-27-25-10-5-3-8-23(25)24-9-4-6-11-26(24)27)31(41)37-28(12-7-17-35-32(34)42)30(40)36-22-15-13-21(18-39)14-16-22/h3-6,8-11,13-16,20,27-29,39H,7,12,17-19H2,1-2H3,(H,36,40)(H,37,41)(H,38,43)(H3,34,35,42)/t28-,29-/m0/s1
Characterization data

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

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.65 (dd, J = 7.7, 1.6 Hz, 2H), 7.43 (m, J = 7.7, 1.6 Hz, 2H), 7.41 (d, J = 7.7 Hz, 2H), 7.40 (br s, 1H), 7.38 (m, J = 7.7, 1.6 Hz, 2H), 7.38 (m, J = 7.7, 1.6 Hz, 2H), 7.22 (d, J = 7.7 Hz, 2H), 5.90 (br d, J = 5.0 Hz, 1H), 5.00 (br t, J = 5.0 Hz, 1H), 5.00 (br s, 2H), 4.80 (br m, J = 5.0 Hz, 1H), 4.78 (d, J = 7.0 Hz, 2H), 4.73 (dd, J = 7.0, 5.0 Hz, 1H), 4.73 (td, J = 7.0, 5.0 Hz, 1H), 4.71 (s, 2H), 3.31 (t, J = 7.0 Hz, 1H), 3.28 (td, J = 7.0, 5.0 Hz, 2H), 2.08 (m, J = 7.0 Hz, 1H), 2.00 (br s, 1H), 1.80 (q, J = 7.0 Hz, 2H), 1.55 (quint, J = 7.0 Hz, 2H), 0.86 (d, J = 7.0 Hz, 6H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 172.1, 172.1, 158.6, 156.3, 147.4, 139.4, 137.2, 136.4, 127.4, 127.3, 127.1, 126.9, 126.4, 120.4, 79.4, 65.5, 63.1, 57.0, 43.9, 41.6, 31.6, 29.4, 28.3, 16.2.
[M + H]+
[M + H]+ Calcd for C33H40N5O6 602.2973
[M + Na]+
[M + Na]+ Calcd for C33H39N5NaO6 624.2793
[M − H]−
[M − H]− Calcd for C33H38N5O6 600.2828
Elemental analysis
Anal. Calcd for C33H39N5O6: C, 65.87; H, 6.53; N, 11.64.

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Names and synonyms

2 names
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
  • L-Ornithinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-

Work with Fmoc-val-cit-PAB

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Tanimoto similarity of circular fingerprints over the whole catalogue.

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