(2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid

C16H23N7O5 — CID 14808242

About (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid

(2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid (PubChem CID 14808242) has the molecular formula C16H23N7O5 and a molecular weight of 393.40 g/mol. Its IUPAC name is (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid.

Molecular Properties

• Compound Name: (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid
• PubChem CID: 14808242
• Molecular Formula: C16H23N7O5
• Molecular Weight: 393.40 g/mol
• Exact Mass: 393.18
• IUPAC Name: (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid
• SMILES: C[C@@H](N[C@@H](Cc1cnc[nH]1)C(=O)O)[C@H](NC(=O)[C@@H](N)Cc1cnc[nH]1)C(=O)O
• InChI: InChI=1S/C16H23N7O5/c1-8(22-12(15(25)26)3-10-5-19-7-21-10)13(16(27)28)23-14(24)11(17)2-9-4-18-6-20-9/h4-8,11-13,22H,2-3,17H2,1H3,(H,18,20)(H,19,21)(H,23,24)(H,25,26)(H,27,28)/t8-,11+,12+,13+/m1/s1
• InChIKey: FKKPMKQZQNWQFW-YJRXYDGGSA-N
• XLogP: -1.75
• TPSA: 199.11 Ų
• H-Bond Donors: 7
• H-Bond Acceptors: 7
• Rotatable Bonds: 11
• Heavy Atoms: 28
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	393.40
LogP ≤ 5	-1.75
H-Bond Donors ≤ 5	7
H-Bond Acceptors ≤ 10	7

Frequently Asked Questions

What is the IUPAC name of (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid?

The IUPAC name of (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid (CID 14808242) is (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid.

What is the SMILES notation for (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid?

The canonical SMILES for (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid is C[C@@H](N[C@@H](Cc1cnc[nH]1)C(=O)O)[C@H](NC(=O)[C@@H](N)Cc1cnc[nH]1)C(=O)O.

What is the InChIKey of (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid?

The InChIKey is FKKPMKQZQNWQFW-YJRXYDGGSA-N. The full InChI is InChI=1S/C16H23N7O5/c1-8(22-12(15(25)26)3-10-5-19-7-21-10)13(16(27)28)23-14(24)11(17)2-9-4-18-6-20-9/h4-8,11-13,22H,2-3,17H2,1H3,(H,18,20)(H,19,21)(H,23,24)(H,25,26)(H,27,28)/t8-,11+,12+,13+/m1/s1.

What are the key properties of (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid?

(2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid has a molecular weight of 393.40 g/mol, XLogP of -1.75, 11 rotatable bonds, 7 hydrogen bond donors, and 7 hydrogen bond acceptors.

Where does this data come from?

All data for (2S,3R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-[[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]butanoic acid is sourced from PubChem (CID 14808242), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).