CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14125_p0 (11824)

Formula C₂₂H₂₄N₂O₅

MW 396.44

InChIKey MADRIHWFJGRSBP-HRNBZBKQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -3.45

logP 2.5505

PSA 106.94

MR 111.117

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -169.86705

PM7_Total_Energy_ev -4875.62124

PM7_Electronic_Energy_ev -41053.79021

PM7_Dipole_Debye 3.86531

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.234

PM7_LUMO_Energy_ev -0.378

PM7_COSMO_Area_square_ang 400.65

PM7_COSMO_Volue_cubic_ang 482.24

PM7_Electron_Affinity_ev 0.378

PM7_Ionization_Energy_ev 9.234

PM7_Energy_Gap_ev 8.856

PM7_Global_Hardness_ev 4.428

PM7_Global_Softness_ev 0.22583559168925021

PM7_Chemical_Potential_ev -4.806

PM7_Electronigativity_ev 4.806

PM7_Back_Donation_Energy_ev -1.107

PM7_Electrophilicity_ev 2.6081341463414636

OPENEYE_Name (2~{S})-2-[[(3~{S})-1-(carboxymethyl)-2-oxo-4,5-dihydro-3~{H}-1-benzazepin-3-yl]amino]-4-phenyl-butanoic acid

SMILES c1ccc(cc1)CCC(C(=O)O)NC2C(=O)N(c3ccccc3CC2)CC(=O)O

Canonical_SMILES OC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)O)CCc1ccccc1

InChI 1/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/f/h25,28H

InChI_3D 1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1

AuxInfo 1/1/N:1,3,4,2,5,7,8,6,9,19,16,21,17,20,11,10,18,22,12,14,13,15,24,23,26,28,25,27,29/E:(2,3)(6,7)(25,26)(28,29)/F:1,3,4,2,5,7,8,6,9,19,16,21,17,20,11,10,18,22,12,14,13,15,24,23,28,26,25,29,27/E:(2,3)(6,7)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;s10;s16;s13s17;s11;s14;s19;s15s21;s12s13s20;s18s22;d13;d14;d15;s14;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s19;s19;s20;s20;s21;s21;s22;s24;s28;s29;/rC:-5.664,1.6802,0;3.9596,.4979,0;-5.5195,.6907,0;-4.8828,2.3046,0;3.9567,-.5076,0;3.0895,1.006,0;-4.5845,.3218,0;-3.9478,1.9358,0;3.0837,-1.0052,0;2.222,.5029,0;-3.7938,.9425,0;2.2192,-.5026,0;.436,-.9143,0;1.8722,-3.0854,0;-2.6673,-1.6519,0;1.429,1.1418,0;.4384,.9159,0;;-2.8636,.5755,0;1.6481,-2.1108,0;-1.9334,.2085,0;-2.3004,-.7217,0;1.4241,-1.1362,0;-1.3701,-1.0887,0;-.1876,-1.696,0;1.1402,-3.7667,0;-2.0452,-2.4349,0;2.8282,-3.3786,0;-3.6564,-1.7992,0;-6.1291,1.8637,0;4.3936,.7462,0;-5.9114,.3802,0;-4.9572,2.7991,0;4.3887,-.7594,0;3.0903,1.506,0;-4.5123,-.1729,0;-3.5572,2.248,0;3.0816,-1.5052,0;1.2129,1.5927,0;1.821,1.4522,0;-.0492,1.0264,0;.4381,1.4159,0;-.391,.3116,0;-3.0471,.1104,0;-2.6801,1.0406,0;1.1609,-2.2228,0;2.1354,-1.9988,0;-1.7499,.6736,0;-1.4683,.025,0;-2.7655,-.5382,0;-1.2965,-1.5832,0;2.9402,-3.8659,0;-3.8399,-2.2644,0;

Duplicates DB14125_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14125_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14125_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14125_p0.sdf

Formula	C₂₂H₂₄N₂O₅
MW	396.44
InChIKey	MADRIHWFJGRSBP-HRNBZBKQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-3.45
logP	2.5505
PSA	106.94
MR	111.117
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-169.86705
PM7_Total_Energy_ev	-4875.62124
PM7_Electronic_Energy_ev	-41053.79021
PM7_Dipole_Debye	3.86531
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.234
PM7_LUMO_Energy_ev	-0.378
PM7_COSMO_Area_square_ang	400.65
PM7_COSMO_Volue_cubic_ang	482.24
PM7_Electron_Affinity_ev	0.378
PM7_Ionization_Energy_ev	9.234
PM7_Energy_Gap_ev	8.856
PM7_Global_Hardness_ev	4.428
PM7_Global_Softness_ev	0.22583559168925021
PM7_Chemical_Potential_ev	-4.806
PM7_Electronigativity_ev	4.806
PM7_Back_Donation_Energy_ev	-1.107
PM7_Electrophilicity_ev	2.6081341463414636
OPENEYE_Name	(2~{S})-2-[[(3~{S})-1-(carboxymethyl)-2-oxo-4,5-dihydro-3~{H}-1-benzazepin-3-yl]amino]-4-phenyl-butanoic acid
SMILES	c1ccc(cc1)CCC(C(=O)O)NC2C(=O)N(c3ccccc3CC2)CC(=O)O
Canonical_SMILES	OC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)O)CCc1ccccc1
InChI	1/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/f/h25,28H
InChI_3D	1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1
AuxInfo	1/1/N:1,3,4,2,5,7,8,6,9,19,16,21,17,20,11,10,18,22,12,14,13,15,24,23,26,28,25,27,29/E:(2,3)(6,7)(25,26)(28,29)/F:1,3,4,2,5,7,8,6,9,19,16,21,17,20,11,10,18,22,12,14,13,15,24,23,28,26,25,29,27/E:(2,3)(6,7)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;s10;s16;s13s17;s11;s14;s19;s15s21;s12s13s20;s18s22;d13;d14;d15;s14;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s19;s19;s20;s20;s21;s21;s22;s24;s28;s29;/rC:-5.664,1.6802,0;3.9596,.4979,0;-5.5195,.6907,0;-4.8828,2.3046,0;3.9567,-.5076,0;3.0895,1.006,0;-4.5845,.3218,0;-3.9478,1.9358,0;3.0837,-1.0052,0;2.222,.5029,0;-3.7938,.9425,0;2.2192,-.5026,0;.436,-.9143,0;1.8722,-3.0854,0;-2.6673,-1.6519,0;1.429,1.1418,0;.4384,.9159,0;;-2.8636,.5755,0;1.6481,-2.1108,0;-1.9334,.2085,0;-2.3004,-.7217,0;1.4241,-1.1362,0;-1.3701,-1.0887,0;-.1876,-1.696,0;1.1402,-3.7667,0;-2.0452,-2.4349,0;2.8282,-3.3786,0;-3.6564,-1.7992,0;-6.1291,1.8637,0;4.3936,.7462,0;-5.9114,.3802,0;-4.9572,2.7991,0;4.3887,-.7594,0;3.0903,1.506,0;-4.5123,-.1729,0;-3.5572,2.248,0;3.0816,-1.5052,0;1.2129,1.5927,0;1.821,1.4522,0;-.0492,1.0264,0;.4381,1.4159,0;-.391,.3116,0;-3.0471,.1104,0;-2.6801,1.0406,0;1.1609,-2.2228,0;2.1354,-1.9988,0;-1.7499,.6736,0;-1.4683,.025,0;-2.7655,-.5382,0;-1.2965,-1.5832,0;2.9402,-3.8659,0;-3.8399,-2.2644,0;
Duplicates	DB14125_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14125_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14125_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14125_p0.sdf