CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16406_p0 (13026)

Formula C₂₅H₂₈ClN₅O₅S₂

MW 578.1

InChIKey LXRZVMYMQHNYJB-DTSFUXPLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 70

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 1.75

logP 4.9204

PSA 193.15

MR 148.733

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.5772

PM7_Total_Energy_ev -6476.28285

PM7_Electronic_Energy_ev -65648.74761

PM7_Dipole_Debye 2.35633

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.035

PM7_LUMO_Energy_ev -0.993

PM7_COSMO_Area_square_ang 473.8

PM7_COSMO_Volue_cubic_ang 637.74

PM7_Electron_Affinity_ev 0.993

PM7_Ionization_Energy_ev 9.035

PM7_Energy_Gap_ev 8.042

PM7_Global_Hardness_ev 4.021

PM7_Global_Softness_ev 0.2486943546381497

PM7_Chemical_Potential_ev -5.014

PM7_Electronigativity_ev 5.014

PM7_Back_Donation_Energy_ev -1.00525

PM7_Electrophilicity_ev 3.1261124098482966

OPENEYE_Name [(1~{R},2~{S},4~{R})-4-[[5-[4-[(1~{R})-7-chloro-1,2,3,4-tetrahydroisoquinolin-1-yl]-5-methyl-thiophene-2-carbonyl]pyrimidin-4-yl]amino]-2-hydroxy-cyclopentyl]methyl sulfamate

SMILES c1cc(cc2c1CCNC2c3cc(sc3C)C(=O)c4cncnc4NC5CC(C(C5)O)COS(=O)(=O)N)Cl

Canonical_SMILES Clc1ccc2c(c1)[C@@H](NCC2)c1cc(sc1C)C(=O)c1cncnc1N[C@@H]1C[C@@H]([C@H](C1)O)COS(=O)(=O)N

InChI 1/C25H28ClN5O5S2/c1-13-18(23-19-7-16(26)3-2-14(19)4-5-29-23)9-22(37-13)24(33)20-10-28-12-30-25(20)31-17-6-15(21(32)8-17)11-36-38(27,34)35/h2-3,7,9-10,12,15,17,21,23,29,32H,4-6,8,11H2,1H3,(H2,27,34,35)(H,28,30,31)/f/h31H,27H2

InChI_3D 1S/C25H28ClN5O5S2/c1-13-18(23-19-7-16(26)3-2-14(19)4-5-29-23)9-22(37-13)24(33)20-10-28-12-30-25(20)31-17-6-15(21(32)8-17)11-36-38(27,34)35/h2-3,7,9-10,12,15,17,21,23,29,32H,4-6,8,11H2,1H3,(H2,27,34,35)(H,28,30,31)/t15-,17-,21+,23+/m1/s1

AuxInfo 1/1/N:24,1,2,16,19,17,3,18,4,5,25,6,13,8,21,11,22,10,9,7,23,12,20,15,14,38,29,26,28,27,30,34,31,32,33,35,36,37/E:(34,35)/F:m/E:m/CRV:38.6/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOSSClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;d5;s1;s3d8;s4;s2d3;d4;d10;s7;s7s12;s8;;;s16;s9s10;s17;s17s18;s18s21;s13;s21;s5d6;s6d14;s19s20;;s14s22;d15;;;s23;s25;s12s13;s29d32d33s35;s11;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s28;s29;s29;s30;s34;/rC:.8707,-.4993,0;;.8707,1.5185,0;4.2571,2.2008,0;6.0151,1.675,0;7.6807,1.1897,0;6.2963,2.64,0;1.7371,0,0;1.7414,1.0089,0;3.2584,2.2759,0;0,1.0089,0;4.6341,3.1269,0;3.0189,3.2484,0;7.2683,2.875,0;5.6058,3.3633,0;2.6039,-.5053,0;10.2491,4.2831,0;8.9091,5.1967,0;3.4805,-.0073,0;2.6125,1.5125,0;10.5302,5.2442,0;9.2479,4.2511,0;9.7026,5.8056,0;2.0932,3.6266,0;12.1498,4.5814,0;6.7059,.9451,0;7.9619,2.1546,0;3.4848,1.0014,0;14.9264,3.4453,0;7.5481,3.8351,0;5.8869,4.323,0;14.3796,4.7495,0;13.6222,2.8985,0;10.8338,7.1409,0;13.0754,4.2027,0;3.8734,3.7766,0;14.0009,3.824,0;-.8675,1.5063,0;.8712,-.9993,0;-.4326,-.2506,0;.8707,2.0185,0;4.5204,1.7757,0;5.5291,1.5576,0;8.0275,.8295,0;2.923,-.8903,0;2.2806,-.8867,0;10.2123,3.7844,0;10.7411,4.194,0;8.6473,5.6227,0;8.4583,4.9803,0;3.9733,.077,0;3.6487,-.4782,0;2.2918,1.8961,0;10.7665,5.6848,0;9.3157,3.7558,0;9.3577,6.1676,0;2.2823,4.0895,0;1.9041,3.1638,0;1.6303,3.8157,0;11.9605,4.1187,0;12.3392,5.0442,0;3.9191,1.2491,0;14.9938,2.9499,0;15.3217,3.7514,0;7.2023,4.1963,0;10.665,7.6115,0;

Duplicates DB16406_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16406_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16406_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16406_p0.sdf

Formula	C₂₅H₂₈ClN₅O₅S₂
MW	578.1
InChIKey	LXRZVMYMQHNYJB-DTSFUXPLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	70
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	1.75
logP	4.9204
PSA	193.15
MR	148.733
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.5772
PM7_Total_Energy_ev	-6476.28285
PM7_Electronic_Energy_ev	-65648.74761
PM7_Dipole_Debye	2.35633
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.035
PM7_LUMO_Energy_ev	-0.993
PM7_COSMO_Area_square_ang	473.8
PM7_COSMO_Volue_cubic_ang	637.74
PM7_Electron_Affinity_ev	0.993
PM7_Ionization_Energy_ev	9.035
PM7_Energy_Gap_ev	8.042
PM7_Global_Hardness_ev	4.021
PM7_Global_Softness_ev	0.2486943546381497
PM7_Chemical_Potential_ev	-5.014
PM7_Electronigativity_ev	5.014
PM7_Back_Donation_Energy_ev	-1.00525
PM7_Electrophilicity_ev	3.1261124098482966
OPENEYE_Name	[(1~{R},2~{S},4~{R})-4-[[5-[4-[(1~{R})-7-chloro-1,2,3,4-tetrahydroisoquinolin-1-yl]-5-methyl-thiophene-2-carbonyl]pyrimidin-4-yl]amino]-2-hydroxy-cyclopentyl]methyl sulfamate
SMILES	c1cc(cc2c1CCNC2c3cc(sc3C)C(=O)c4cncnc4NC5CC(C(C5)O)COS(=O)(=O)N)Cl
Canonical_SMILES	Clc1ccc2c(c1)[C@@H](NCC2)c1cc(sc1C)C(=O)c1cncnc1N[C@@H]1C[C@@H]([C@H](C1)O)COS(=O)(=O)N
InChI	1/C25H28ClN5O5S2/c1-13-18(23-19-7-16(26)3-2-14(19)4-5-29-23)9-22(37-13)24(33)20-10-28-12-30-25(20)31-17-6-15(21(32)8-17)11-36-38(27,34)35/h2-3,7,9-10,12,15,17,21,23,29,32H,4-6,8,11H2,1H3,(H2,27,34,35)(H,28,30,31)/f/h31H,27H2
InChI_3D	1S/C25H28ClN5O5S2/c1-13-18(23-19-7-16(26)3-2-14(19)4-5-29-23)9-22(37-13)24(33)20-10-28-12-30-25(20)31-17-6-15(21(32)8-17)11-36-38(27,34)35/h2-3,7,9-10,12,15,17,21,23,29,32H,4-6,8,11H2,1H3,(H2,27,34,35)(H,28,30,31)/t15-,17-,21+,23+/m1/s1
AuxInfo	1/1/N:24,1,2,16,19,17,3,18,4,5,25,6,13,8,21,11,22,10,9,7,23,12,20,15,14,38,29,26,28,27,30,34,31,32,33,35,36,37/E:(34,35)/F:m/E:m/CRV:38.6/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOSSClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;d5;s1;s3d8;s4;s2d3;d4;d10;s7;s7s12;s8;;;s16;s9s10;s17;s17s18;s18s21;s13;s21;s5d6;s6d14;s19s20;;s14s22;d15;;;s23;s25;s12s13;s29d32d33s35;s11;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s28;s29;s29;s30;s34;/rC:.8707,-.4993,0;;.8707,1.5185,0;4.2571,2.2008,0;6.0151,1.675,0;7.6807,1.1897,0;6.2963,2.64,0;1.7371,0,0;1.7414,1.0089,0;3.2584,2.2759,0;0,1.0089,0;4.6341,3.1269,0;3.0189,3.2484,0;7.2683,2.875,0;5.6058,3.3633,0;2.6039,-.5053,0;10.2491,4.2831,0;8.9091,5.1967,0;3.4805,-.0073,0;2.6125,1.5125,0;10.5302,5.2442,0;9.2479,4.2511,0;9.7026,5.8056,0;2.0932,3.6266,0;12.1498,4.5814,0;6.7059,.9451,0;7.9619,2.1546,0;3.4848,1.0014,0;14.9264,3.4453,0;7.5481,3.8351,0;5.8869,4.323,0;14.3796,4.7495,0;13.6222,2.8985,0;10.8338,7.1409,0;13.0754,4.2027,0;3.8734,3.7766,0;14.0009,3.824,0;-.8675,1.5063,0;.8712,-.9993,0;-.4326,-.2506,0;.8707,2.0185,0;4.5204,1.7757,0;5.5291,1.5576,0;8.0275,.8295,0;2.923,-.8903,0;2.2806,-.8867,0;10.2123,3.7844,0;10.7411,4.194,0;8.6473,5.6227,0;8.4583,4.9803,0;3.9733,.077,0;3.6487,-.4782,0;2.2918,1.8961,0;10.7665,5.6848,0;9.3157,3.7558,0;9.3577,6.1676,0;2.2823,4.0895,0;1.9041,3.1638,0;1.6303,3.8157,0;11.9605,4.1187,0;12.3392,5.0442,0;3.9191,1.2491,0;14.9938,2.9499,0;15.3217,3.7514,0;7.2023,4.1963,0;10.665,7.6115,0;
Duplicates	DB16406_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16406_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16406_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16406_p0.sdf