CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15565_p0 (12510)

Formula C₂₀H₂₇N₃O₅

MW 389.45

InChIKey UVAUYSRYXACKSC-JJFURXLTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -3.96

logP 1.3837

PSA 110.18

MR 109.838

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -176.17453

PM7_Total_Energy_ev -4856.28227

PM7_Electronic_Energy_ev -41203.03092

PM7_Dipole_Debye 6.23085

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.094

PM7_LUMO_Energy_ev 0.335

PM7_COSMO_Area_square_ang 393.91

PM7_COSMO_Volue_cubic_ang 471.48

PM7_Electron_Affinity_ev -0.335

PM7_Ionization_Energy_ev 9.094

PM7_Energy_Gap_ev 9.429

PM7_Global_Hardness_ev 4.7145

PM7_Global_Softness_ev 0.21211157068618094

PM7_Chemical_Potential_ev -4.3795

PM7_Electronigativity_ev 4.3795

PM7_Back_Donation_Energy_ev -1.178625

PM7_Electrophilicity_ev 2.0341521105101283

OPENEYE_Name (4~{S},7~{S},11~{S})-7-[[(1~{S})-1-carboxy-3-phenyl-propyl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid

SMILES c1ccc(cc1)CCC(C(=O)O)NC2C(=O)N3C(CCCN3CCC2)C(=O)O

Canonical_SMILES OC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1

InChI 1/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/f/h25,27H

InChI_3D 1S/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/t15-,16-,17-/m0/s1

AuxInfo 1/1/N:1,2,3,10,11,4,5,12,13,18,19,14,15,6,16,20,17,7,9,8,23,22,21,24,26,28,25,27/E:(2,3)(6,7)(25,26)(27,28)/F:1,2,3,10,11,4,5,12,13,18,19,14,15,6,16,20,17,7,9,8,23,22,21,24,28,26,27,25/E:(2,3)(6,7)/rA:55cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s10;s11;s10;s11;s7s12;s8s13;s6;s18;s9s19;s7s17;s14s15s21;s16s20;d7;d8;d9;s8;s9;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s19;s19;s20;s23;s27;s28;/rC:-4.7642,-5.675,0;-3.899,-6.1766,0;-4.7681,-4.6749,0;-3.029,-5.6731,0;-3.8981,-4.1714,0;-3.0242,-4.6679,0;1.4241,-1.1362,0;4.2023,-2.351,0;.0733,-4.0307,0;.4384,.9159,0;3.9596,.4979,0;;3.9567,-.5076,0;1.429,1.1418,0;3.0895,1.006,0;.436,-.9143,0;3.0837,-1.0052,0;-2.1587,-4.167,0;-1.2932,-3.6661,0;-.4277,-3.1652,0;2.2192,-.5026,0;2.222,.5029,0;.4378,-2.6643,0;1.6481,-2.1108,0;3.8558,-3.2891,0;1.0733,-4.0297,0;5.1879,-2.182,0;-.4258,-4.8973,0;-5.1969,-5.9254,0;-3.8992,-6.6766,0;-5.2017,-4.426,0;-2.5965,-5.9239,0;-3.9001,-3.6714,0;-.0492,1.0264,0;.4381,1.4159,0;4.1326,.967,0;4.4517,.4093,0;-.3915,-.3111,0;-.391,.3116,0;4.4494,-.4226,0;4.1255,-.9782,0;1.2129,1.5927,0;1.821,1.4522,0;2.7682,1.3891,0;3.4119,1.3882,0;-.0516,-1.0249,0;2.7608,-1.387,0;-1.9082,-4.5998,0;-2.4091,-3.7343,0;-1.0427,-4.0989,0;-1.5436,-3.2334,0;-.6781,-2.7325,0;.8711,-2.9138,0;5.5075,-2.5666,0;-.1754,-5.33,0;

Duplicates DB15565_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15565_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15565_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15565_p0.sdf

Formula	C₂₀H₂₇N₃O₅
MW	389.45
InChIKey	UVAUYSRYXACKSC-JJFURXLTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-3.96
logP	1.3837
PSA	110.18
MR	109.838
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-176.17453
PM7_Total_Energy_ev	-4856.28227
PM7_Electronic_Energy_ev	-41203.03092
PM7_Dipole_Debye	6.23085
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.094
PM7_LUMO_Energy_ev	0.335
PM7_COSMO_Area_square_ang	393.91
PM7_COSMO_Volue_cubic_ang	471.48
PM7_Electron_Affinity_ev	-0.335
PM7_Ionization_Energy_ev	9.094
PM7_Energy_Gap_ev	9.429
PM7_Global_Hardness_ev	4.7145
PM7_Global_Softness_ev	0.21211157068618094
PM7_Chemical_Potential_ev	-4.3795
PM7_Electronigativity_ev	4.3795
PM7_Back_Donation_Energy_ev	-1.178625
PM7_Electrophilicity_ev	2.0341521105101283
OPENEYE_Name	(4~{S},7~{S},11~{S})-7-[[(1~{S})-1-carboxy-3-phenyl-propyl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid
SMILES	c1ccc(cc1)CCC(C(=O)O)NC2C(=O)N3C(CCCN3CCC2)C(=O)O
Canonical_SMILES	OC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1
InChI	1/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/f/h25,27H
InChI_3D	1S/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/t15-,16-,17-/m0/s1
AuxInfo	1/1/N:1,2,3,10,11,4,5,12,13,18,19,14,15,6,16,20,17,7,9,8,23,22,21,24,26,28,25,27/E:(2,3)(6,7)(25,26)(27,28)/F:1,2,3,10,11,4,5,12,13,18,19,14,15,6,16,20,17,7,9,8,23,22,21,24,28,26,27,25/E:(2,3)(6,7)/rA:55cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s10;s11;s10;s11;s7s12;s8s13;s6;s18;s9s19;s7s17;s14s15s21;s16s20;d7;d8;d9;s8;s9;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s19;s19;s20;s23;s27;s28;/rC:-4.7642,-5.675,0;-3.899,-6.1766,0;-4.7681,-4.6749,0;-3.029,-5.6731,0;-3.8981,-4.1714,0;-3.0242,-4.6679,0;1.4241,-1.1362,0;4.2023,-2.351,0;.0733,-4.0307,0;.4384,.9159,0;3.9596,.4979,0;;3.9567,-.5076,0;1.429,1.1418,0;3.0895,1.006,0;.436,-.9143,0;3.0837,-1.0052,0;-2.1587,-4.167,0;-1.2932,-3.6661,0;-.4277,-3.1652,0;2.2192,-.5026,0;2.222,.5029,0;.4378,-2.6643,0;1.6481,-2.1108,0;3.8558,-3.2891,0;1.0733,-4.0297,0;5.1879,-2.182,0;-.4258,-4.8973,0;-5.1969,-5.9254,0;-3.8992,-6.6766,0;-5.2017,-4.426,0;-2.5965,-5.9239,0;-3.9001,-3.6714,0;-.0492,1.0264,0;.4381,1.4159,0;4.1326,.967,0;4.4517,.4093,0;-.3915,-.3111,0;-.391,.3116,0;4.4494,-.4226,0;4.1255,-.9782,0;1.2129,1.5927,0;1.821,1.4522,0;2.7682,1.3891,0;3.4119,1.3882,0;-.0516,-1.0249,0;2.7608,-1.387,0;-1.9082,-4.5998,0;-2.4091,-3.7343,0;-1.0427,-4.0989,0;-1.5436,-3.2334,0;-.6781,-2.7325,0;.8711,-2.9138,0;5.5075,-2.5666,0;-.1754,-5.33,0;
Duplicates	DB15565_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15565_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15565_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15565_p0.sdf