CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01834_p0 (2069)

Formula C₂₄H₂₇N₃O₇S

MW 501.55

InChIKey JNNIZILNBMPOAC-CJPCPUDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 2

XLogP3 0

XLogP -3.21

logP 2.5347

PSA 204.35

MR 128.773

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -257.14644

PM7_Total_Energy_ev -6115.98274

PM7_Electronic_Energy_ev -56665.3388

PM7_Dipole_Debye 6.23808

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.852

PM7_LUMO_Energy_ev -0.527

PM7_COSMO_Area_square_ang 453.54

PM7_COSMO_Volue_cubic_ang 597.53

PM7_Electron_Affinity_ev 0.527

PM7_Ionization_Energy_ev 8.852

PM7_Energy_Gap_ev 8.325

PM7_Global_Hardness_ev 4.1625

PM7_Global_Softness_ev 0.24024024024024024

PM7_Chemical_Potential_ev -4.6895

PM7_Electronigativity_ev 4.6895

PM7_Back_Donation_Energy_ev -1.040625

PM7_Electrophilicity_ev 2.641610840840841

OPENEYE_Name (2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(9~{R},10~{R})-10-hydroxy-9,10-dihydrophenanthren-9-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES c1ccc2c(c1)-c3ccccc3C(C2O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CS[C@H]1[C@H](O)c2ccccc2c2c1cccc2)CC[C@@H](C(=O)O)N

InChI 1/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/f/h26-27,29,33H

InChI_3D 1S/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/t17-,18-,21+,22+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,21,19,20,22,9,10,11,12,24,23,13,15,17,18,14,16,25,26,27,28,30,32,34,29,31,33,35/E:(29,30)(33,34)/F:1,2,3,4,5,6,7,8,21,19,20,22,9,10,11,12,24,23,13,15,17,18,14,16,25,26,27,28,32,30,34,29,33,31,35/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d5;d6s9;d7s9;d8s10;;;;;s11;s12s17;s13;s15;s19;;s14s22;s16s21;s24;s14s20;s13s23;d13;d14;d15;d16;s15;s16;s17;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s26;s27;s32;s33;s34;/rC:.4981,-.8737,0;4.5328,-.9029,0;;5.0414,-.0275,0;1.5058,-.8814,0;3.5212,-.8973,0;.5098,.866,0;4.5383,.8534,0;2.0078,-.0133,0;3.0202,-.024,0;1.5098,.8605,0;3.5288,.8513,0;4.0148,4.8302,0;2.2185,6.413,0;.9387,8.7286,0;7.1415,4.3566,0;2.0203,1.7335,0;3.0288,1.7326,0;5.0002,5.0008,0;1.1093,7.7433,0;5.9855,5.1714,0;2.5597,4.4423,0;2.3891,5.4276,0;6.9709,5.3419,0;7.9562,5.5125,0;1.2799,6.7579,0;3.3744,5.5982,0;3.6699,3.8916,0;2.9866,7.0534,0;1.7068,9.369,0;8.0801,4.0117,0;.0001,9.0735,0;6.3734,3.7162,0;1.082,2.0793,0;2.7303,3.4569,0;.2453,-1.3051,0;4.781,-1.3369,0;-.5,.0035,0;5.5414,-.0294,0;1.754,-1.3155,0;3.2694,-1.3293,0;.2628,1.3007,0;4.7889,1.2861,0;2.1083,2.2257,0;3.4995,1.9011,0;5.0855,4.5081,0;4.9149,5.4934,0;1.602,7.8286,0;.6166,7.658,0;6.0708,4.6787,0;5.9002,5.664,0;3.0524,4.5276,0;2.067,4.357,0;1.8964,5.3423,0;6.8856,5.8346,0;8.1287,5.9818,0;8.2764,5.1285,0;.8959,6.4377,0;3.5469,6.0675,0;-.0852,9.5662,0;6.4587,3.2235,0;.9971,2.572,0;

Duplicates DB01834_p0;DB04187_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01834_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01834_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01834_p0.sdf

Formula	C₂₄H₂₇N₃O₇S
MW	501.55
InChIKey	JNNIZILNBMPOAC-CJPCPUDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	2
XLogP3	0
XLogP	-3.21
logP	2.5347
PSA	204.35
MR	128.773
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-257.14644
PM7_Total_Energy_ev	-6115.98274
PM7_Electronic_Energy_ev	-56665.3388
PM7_Dipole_Debye	6.23808
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.852
PM7_LUMO_Energy_ev	-0.527
PM7_COSMO_Area_square_ang	453.54
PM7_COSMO_Volue_cubic_ang	597.53
PM7_Electron_Affinity_ev	0.527
PM7_Ionization_Energy_ev	8.852
PM7_Energy_Gap_ev	8.325
PM7_Global_Hardness_ev	4.1625
PM7_Global_Softness_ev	0.24024024024024024
PM7_Chemical_Potential_ev	-4.6895
PM7_Electronigativity_ev	4.6895
PM7_Back_Donation_Energy_ev	-1.040625
PM7_Electrophilicity_ev	2.641610840840841
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(9~{R},10~{R})-10-hydroxy-9,10-dihydrophenanthren-9-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1ccc2c(c1)-c3ccccc3C(C2O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CS[C@H]1[C@H](O)c2ccccc2c2c1cccc2)CC[C@@H](C(=O)O)N
InChI	1/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/f/h26-27,29,33H
InChI_3D	1S/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/t17-,18-,21+,22+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,21,19,20,22,9,10,11,12,24,23,13,15,17,18,14,16,25,26,27,28,30,32,34,29,31,33,35/E:(29,30)(33,34)/F:1,2,3,4,5,6,7,8,21,19,20,22,9,10,11,12,24,23,13,15,17,18,14,16,25,26,27,28,32,30,34,29,33,31,35/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d5;d6s9;d7s9;d8s10;;;;;s11;s12s17;s13;s15;s19;;s14s22;s16s21;s24;s14s20;s13s23;d13;d14;d15;d16;s15;s16;s17;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s26;s27;s32;s33;s34;/rC:.4981,-.8737,0;4.5328,-.9029,0;;5.0414,-.0275,0;1.5058,-.8814,0;3.5212,-.8973,0;.5098,.866,0;4.5383,.8534,0;2.0078,-.0133,0;3.0202,-.024,0;1.5098,.8605,0;3.5288,.8513,0;4.0148,4.8302,0;2.2185,6.413,0;.9387,8.7286,0;7.1415,4.3566,0;2.0203,1.7335,0;3.0288,1.7326,0;5.0002,5.0008,0;1.1093,7.7433,0;5.9855,5.1714,0;2.5597,4.4423,0;2.3891,5.4276,0;6.9709,5.3419,0;7.9562,5.5125,0;1.2799,6.7579,0;3.3744,5.5982,0;3.6699,3.8916,0;2.9866,7.0534,0;1.7068,9.369,0;8.0801,4.0117,0;.0001,9.0735,0;6.3734,3.7162,0;1.082,2.0793,0;2.7303,3.4569,0;.2453,-1.3051,0;4.781,-1.3369,0;-.5,.0035,0;5.5414,-.0294,0;1.754,-1.3155,0;3.2694,-1.3293,0;.2628,1.3007,0;4.7889,1.2861,0;2.1083,2.2257,0;3.4995,1.9011,0;5.0855,4.5081,0;4.9149,5.4934,0;1.602,7.8286,0;.6166,7.658,0;6.0708,4.6787,0;5.9002,5.664,0;3.0524,4.5276,0;2.067,4.357,0;1.8964,5.3423,0;6.8856,5.8346,0;8.1287,5.9818,0;8.2764,5.1285,0;.8959,6.4377,0;3.5469,6.0675,0;-.0852,9.5662,0;6.4587,3.2235,0;.9971,2.572,0;
Duplicates	DB01834_p0;DB04187_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01834_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01834_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01834_p0.sdf