2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid

C66H92ClN11O15S2 — CID 158626749

About 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid

2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid (PubChem CID 158626749) has the molecular formula C66H92ClN11O15S2 and a molecular weight of 1379.11 g/mol. Its IUPAC name is 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid.

Molecular Properties

• Compound Name: 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid
• PubChem CID: 158626749
• Molecular Formula: C66H92ClN11O15S2
• Molecular Weight: 1379.11 g/mol
• Exact Mass: 1377.59
• IUPAC Name: 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid
• SMILES: CCC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](CC(=O)[C@H](Cc2ccccc2)NC(=O)CN2CCCN3CCN(CCCN(CC(=O)O)CC3)CC2)Cc2cnc[nH]2)C(=O)N2C[C@H](O)C[C@H]2C(=O)C[C@@H](Cc2ccc(O)c(Cl)c2)C(=O)N[C@@H](CC(=O)O)C(=O)C[C@@H](CC(C)C)C(=O)N1
• InChI: InChI=1S/C66H92ClN11O15S2/c1-4-55(80)52-38-94-95-39-53(66(93)78-35-48(79)32-54(78)59(84)31-45(25-43-12-13-56(81)49(67)26-43)64(91)71-51(33-61(86)87)58(83)29-44(24-41(2)3)63(90)72-52)73-65(92)46(28-47-34-68-40-69-47)30-57(82)50(27-42-10-6-5-7-11-42)70-60(85)36-76-16-8-14-75-19-18-74(20-22-76)15-9-17-77(23-21-75)37-62(88)89/h5-7,10-13,26,34,40-41,44-46,48,50-54,79,81H,4,8-9,14-25,27-33,35-39H2,1-3H3,(H,68,69)(H,70,85)(H,71,91)(H,72,90)(H,73,92)(H,86,87)(H,88,89)/t44-,45-,46-,48-,50+,51+,52+,53+,54+/m1/s1
• InChIKey: FWNOGTBCDPSHQV-NOGDMNDZSA-N
• XLogP: 2.42
• TPSA: 361.69 Ų
• H-Bond Donors: 9
• H-Bond Acceptors: 20
• Rotatable Bonds: 22
• Heavy Atoms: 95
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	1379.11
LogP ≤ 5	2.42
H-Bond Donors ≤ 5	9
H-Bond Acceptors ≤ 10	20

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'disulphide', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid?

The IUPAC name of 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid (CID 158626749) is 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid.

What is the SMILES notation for 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid?

The canonical SMILES for 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid is CCC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](CC(=O)[C@H](Cc2ccccc2)NC(=O)CN2CCCN3CCN(CCCN(CC(=O)O)CC3)CC2)Cc2cnc[nH]2)C(=O)N2C[C@H](O)C[C@H]2C(=O)C[C@@H](Cc2ccc(O)c(Cl)c2)C(=O)N[C@@H](CC(=O)O)C(=O)C[C@@H](CC(C)C)C(=O)N1.

What is the InChIKey of 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid?

The InChIKey is FWNOGTBCDPSHQV-NOGDMNDZSA-N. The full InChI is InChI=1S/C66H92ClN11O15S2/c1-4-55(80)52-38-94-95-39-53(66(93)78-35-48(79)32-54(78)59(84)31-45(25-43-12-13-56(81)49(67)26-43)64(91)71-51(33-61(86)87)58(83)29-44(24-41(2)3)63(90)72-52)73-65(92)46(28-47-34-68-40-69-47)30-57(82)50(27-42-10-6-5-7-11-42)70-60(85)36-76-16-8-14-75-19-18-74(20-22-76)15-9-17-77(23-21-75)37-62(88)89/h5-7,10-13,26,34,40-41,44-46,48,50-54,79,81H,4,8-9,14-25,27-33,35-39H2,1-3H3,(H,68,69)(H,70,85)(H,71,91)(H,72,90)(H,73,92)(H,86,87)(H,88,89)/t44-,45-,46-,48-,50+,51+,52+,53+,54+/m1/s1.

What are the key properties of 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid?

2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid has a molecular weight of 1379.11 g/mol, XLogP of 2.42, 22 rotatable bonds, 9 hydrogen bond donors, and 20 hydrogen bond acceptors.

Where does this data come from?

All data for 2-[(3R,8R,11R,14S,17R,20S,22R)-3-[[(2R,5S)-5-[[2-[11-(carboxymethyl)-1,4,8,11-tetrazabicyclo[6.6.2]hexadecan-4-yl]acetyl]amino]-2-(1H-imidazol-5-ylmethyl)-4-oxo-6-phenylhexanoyl]amino]-17-[(3-chloro-4-hydroxyphenyl)methyl]-22-hydroxy-11-(2-methylpropyl)-2,10,13,16,19-pentaoxo-8-propanoyl-5,6-dithia-1,9,15-triazabicyclo[18.3.0]tricosan-14-yl]acetic acid is sourced from PubChem (CID 158626749), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).