CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14208_p0 (11863)

Formula C₂₁H₂₈N₂O₅

MW 388.46

InChIKey KEDYTOTWMPBSLG-JJFURXLTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

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 -3.4

logP 2.2335

PSA 106.94

MR 107.834

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -210.70554

PM7_Total_Energy_ev -4807.52092

PM7_Electronic_Energy_ev -42326.08203

PM7_Dipole_Debye 4.39702

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.459

PM7_LUMO_Energy_ev 0.038

PM7_COSMO_Area_square_ang 378.26

PM7_COSMO_Volue_cubic_ang 479.94

PM7_Electron_Affinity_ev -0.038

PM7_Ionization_Energy_ev 9.459

PM7_Energy_Gap_ev 9.497

PM7_Global_Hardness_ev 4.7485

PM7_Global_Softness_ev 0.21059281878487943

PM7_Chemical_Potential_ev -4.7105

PM7_Electronigativity_ev 4.7105

PM7_Back_Donation_Energy_ev -1.187125

PM7_Electrophilicity_ev 2.3364020480151626

OPENEYE_Name (2~{S},3~{a}~{S},6~{a}~{S})-1-[(2~{S})-2-[[(1~{S})-1-carboxy-3-phenyl-propyl]amino]propanoyl]-3,3~{a},4,5,6,6~{a}-hexahydro-2~{H}-cyclopenta[b]pyrrole-2-carboxylic acid

SMILES c1ccc(cc1)CCC(C(=O)O)NC(C(=O)N2C(CC3C2CCC3)C(=O)O)C

Canonical_SMILES OC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)C)CCc1ccccc1

InChI 1/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/f/h25,27H

InChI_3D 1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1

AuxInfo 1/1/N:17,1,2,3,10,4,5,11,12,18,19,13,20,6,15,21,16,14,8,9,7,23,22,25,26,28,24,27/E:(3,4)(6,7)(25,26)(27,28)/F:17,1,2,3,10,4,5,11,12,18,19,13,20,6,15,21,16,14,8,9,7,23,22,25,28,26,27,24/E:(3,4)(6,7)/rA:56cCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s10;s10;;s7s13;s11s13;s12s15;;s6;s18;s8s17;s9s19;s8s14s16;s20s21;d7;d8;d9;s7;s9;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s23;s27;s28;/rC:-4.4075,2.0204,0;-3.7443,1.2719,0;-4.0963,2.9708,0;-2.76,1.4758,0;-3.112,3.1747,0;-2.4389,2.4283,0;4.3729,-1.1925,0;2.8085,1.7464,0;.2959,4.016,0;;.5843,-.8118,0;.5917,.8064,0;2.4863,-.821,0;3.0784,-.0149,0;1.5368,-.5071,0;1.5414,.493,0;2.8899,3.1583,0;-1.4596,2.6311,0;-.4804,2.8339,0;2.1433,2.493,0;.4988,3.0368,0;2.4946,.797,0;1.478,3.2396,0;5.3255,-.8884,0;3.7877,1.9493,0;-.6535,4.3299,0;4.16,-2.1696,0;1.0425,4.6813,0;-4.8971,1.919,0;-3.902,.7974,0;-4.4295,3.3436,0;-2.4285,1.1015,0;-2.9564,3.6499,0;-.3731,-.3329,0;-.37,.3363,0;.7856,-1.2695,0;.1502,-1.0599,0;.1599,1.0584,0;.7972,1.2622,0;2.918,-1.0732,0;2.2806,-1.2767,0;3.4516,.3178,0;1.1336,-.2114,0;1.5439,.993,0;3.2225,2.785,0;2.5572,3.5316,0;3.2632,3.491,0;-1.3582,2.1415,0;-1.5611,3.1207,0;-.379,2.3443,0;-.5819,3.3236,0;1.77,2.1604,0;.6002,2.5472,0;1.635,3.7144,0;4.5299,-2.506,0;.9411,5.1709,0;

Duplicates DB14208_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14208_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14208_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14208_p0.sdf

Formula	C₂₁H₂₈N₂O₅
MW	388.46
InChIKey	KEDYTOTWMPBSLG-JJFURXLTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
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	-3.4
logP	2.2335
PSA	106.94
MR	107.834
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-210.70554
PM7_Total_Energy_ev	-4807.52092
PM7_Electronic_Energy_ev	-42326.08203
PM7_Dipole_Debye	4.39702
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.459
PM7_LUMO_Energy_ev	0.038
PM7_COSMO_Area_square_ang	378.26
PM7_COSMO_Volue_cubic_ang	479.94
PM7_Electron_Affinity_ev	-0.038
PM7_Ionization_Energy_ev	9.459
PM7_Energy_Gap_ev	9.497
PM7_Global_Hardness_ev	4.7485
PM7_Global_Softness_ev	0.21059281878487943
PM7_Chemical_Potential_ev	-4.7105
PM7_Electronigativity_ev	4.7105
PM7_Back_Donation_Energy_ev	-1.187125
PM7_Electrophilicity_ev	2.3364020480151626
OPENEYE_Name	(2~{S},3~{a}~{S},6~{a}~{S})-1-[(2~{S})-2-[[(1~{S})-1-carboxy-3-phenyl-propyl]amino]propanoyl]-3,3~{a},4,5,6,6~{a}-hexahydro-2~{H}-cyclopenta[b]pyrrole-2-carboxylic acid
SMILES	c1ccc(cc1)CCC(C(=O)O)NC(C(=O)N2C(CC3C2CCC3)C(=O)O)C
Canonical_SMILES	OC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI	1/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/f/h25,27H
InChI_3D	1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1
AuxInfo	1/1/N:17,1,2,3,10,4,5,11,12,18,19,13,20,6,15,21,16,14,8,9,7,23,22,25,26,28,24,27/E:(3,4)(6,7)(25,26)(27,28)/F:17,1,2,3,10,4,5,11,12,18,19,13,20,6,15,21,16,14,8,9,7,23,22,25,28,26,27,24/E:(3,4)(6,7)/rA:56cCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s10;s10;;s7s13;s11s13;s12s15;;s6;s18;s8s17;s9s19;s8s14s16;s20s21;d7;d8;d9;s7;s9;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s23;s27;s28;/rC:-4.4075,2.0204,0;-3.7443,1.2719,0;-4.0963,2.9708,0;-2.76,1.4758,0;-3.112,3.1747,0;-2.4389,2.4283,0;4.3729,-1.1925,0;2.8085,1.7464,0;.2959,4.016,0;;.5843,-.8118,0;.5917,.8064,0;2.4863,-.821,0;3.0784,-.0149,0;1.5368,-.5071,0;1.5414,.493,0;2.8899,3.1583,0;-1.4596,2.6311,0;-.4804,2.8339,0;2.1433,2.493,0;.4988,3.0368,0;2.4946,.797,0;1.478,3.2396,0;5.3255,-.8884,0;3.7877,1.9493,0;-.6535,4.3299,0;4.16,-2.1696,0;1.0425,4.6813,0;-4.8971,1.919,0;-3.902,.7974,0;-4.4295,3.3436,0;-2.4285,1.1015,0;-2.9564,3.6499,0;-.3731,-.3329,0;-.37,.3363,0;.7856,-1.2695,0;.1502,-1.0599,0;.1599,1.0584,0;.7972,1.2622,0;2.918,-1.0732,0;2.2806,-1.2767,0;3.4516,.3178,0;1.1336,-.2114,0;1.5439,.993,0;3.2225,2.785,0;2.5572,3.5316,0;3.2632,3.491,0;-1.3582,2.1415,0;-1.5611,3.1207,0;-.379,2.3443,0;-.5819,3.3236,0;1.77,2.1604,0;.6002,2.5472,0;1.635,3.7144,0;4.5299,-2.506,0;.9411,5.1709,0;
Duplicates	DB14208_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14208_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14208_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14208_p0.sdf