CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187448_p0 (2529366)

Formula C₂₇H₄₄ClN₃O₂

MW 478.12

InChIKey MSEWTJJXUVIOFS-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 77

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 79

Rotat_Bonds 13

Unbranched_Chain 6

Chiral_Centers 4

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 5.18

logP 5.1283

PSA 64.6

MR 142.144

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -121.1422

PM7_Total_Energy_ev -5327.9893

PM7_Electronic_Energy_ev -51582.66218

PM7_Dipole_Debye 5.26675

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.059

PM7_LUMO_Energy_ev -0.249

PM7_COSMO_Area_square_ang 522.83

PM7_COSMO_Volue_cubic_ang 631.68

PM7_Electron_Affinity_ev 0.249

PM7_Ionization_Energy_ev 9.059

PM7_Energy_Gap_ev 8.81

PM7_Global_Hardness_ev 4.405

PM7_Global_Softness_ev 0.22701475595913734

PM7_Chemical_Potential_ev -4.654

PM7_Electronigativity_ev 4.654

PM7_Back_Donation_Energy_ev -1.10125

PM7_Electrophilicity_ev 2.458537570942111

OPENEYE_Name (2~{S},3~{S},4~{a}~{S},8~{a}~{S})-~{N}-~{tert}-butyl-2-[(2~{R})-3-[4-(4-chlorophenyl)butylamino]-2-hydroxy-propyl]-3,4,4~{a},5,6,7,8,8~{a}-octahydro-1~{H}-isoquinoline-3-carboxamide

SMILES c1cc(ccc1CCCCNCC(CN2CC3CCCCC3CC2C(=O)NC(C)(C)C)O)Cl

Canonical_SMILES O[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)CNCCCCc1ccc(cc1)Cl

InChI 1/C27H44ClN3O2/c1-27(2,3)30-26(33)25-16-21-9-4-5-10-22(21)18-31(25)19-24(32)17-29-15-7-6-8-20-11-13-23(28)14-12-20/h11-14,21-22,24-25,29,32H,4-10,15-19H2,1-3H3,(H,30,33)/f/h30H

InChI_3D 1S/C27H44ClN3O2/c1-27(2,3)30-26(33)25-16-21-9-4-5-10-22(21)18-31(25)19-24(32)17-29-15-7-6-8-20-11-13-23(28)14-12-20/h11-14,21-22,24-25,29,32H,4-10,15-19H2,1-3H3,(H,30,33)/t21-,22+,24+,25-/m0/s1

AuxInfo 1/1/N:17,18,19,8,9,21,22,20,10,11,1,2,3,4,24,12,25,13,23,5,15,16,6,26,14,7,27,33,30,29,28,32,31/E:(1,2,3)(11,12)(13,14)/F:m/E:m/rA:77cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;s8;s8;s9;;;s7s12;s10s12;s11s13s15;;;;s5;s20;s21;;s22;;s23s25;s17s18s19;s13s14s23;s7s27;s24s25;d7;s26;s6;s1;s2;s3;s4;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s29;s30;s32;/rC:12.1435,.9577,0;11.268,-.5402,0;13.0114,.4505,0;12.1358,-1.0474,0;11.2763,.4598,0;13.0119,-.5546,0;3.8168,-.949,0;;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;2.6039,-.5053,0;2.6125,1.5125,0;3.4805,-.0073,0;1.7371,0,0;1.7414,1.0089,0;3.842,-3.5947,0;4.4475,-2.3166,0;2.564,-2.9892,0;10.4129,.9644,0;9.5496,1.4691,0;8.6862,1.9737,0;4.3535,1.4968,0;7.8229,2.4783,0;6.0908,2.4875,0;5.2222,1.9921,0;3.5057,-2.6529,0;3.4848,1.0014,0;3.1694,-1.7112,0;6.9595,2.9829,0;4.8006,-1.1287,0;4.7268,2.8608,0;13.8753,-1.0593,0;12.1455,1.4577,0;10.8333,-.7872,0;13.445,.6995,0;12.1317,-1.5474,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9211,0;-.1729,1.4781,0;1.1923,-.8822,0;.55,-.8829,0;.5486,1.9009,0;1.1928,1.9009,0;2.923,-.8903,0;2.2806,-.8867,0;2.2918,1.8961,0;2.9355,1.8942,0;3.9733,.077,0;1.3047,.2511,0;2.174,.7581,0;3.3712,-3.7628,0;4.3129,-3.4265,0;4.0102,-4.0656,0;4.6156,-2.7875,0;4.2793,-1.8457,0;4.9183,-2.1485,0;2.3958,-2.5184,0;2.7321,-3.4601,0;2.0931,-3.1574,0;10.1606,.5328,0;10.6652,1.3961,0;9.2973,1.0374,0;9.8019,1.9007,0;8.4339,1.542,0;8.9385,2.4053,0;4.6012,1.0624,0;4.1058,1.9311,0;7.5706,2.0466,0;8.0752,2.91,0;5.8432,2.9219,0;6.3385,2.0532,0;5.4698,1.5578,0;2.6775,-1.6214,0;6.9622,3.4829,0;4.2268,2.8635,0;

Duplicates CHEMBL5187448_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187448_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187448_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187448_p0.sdf

Formula	C₂₇H₄₄ClN₃O₂
MW	478.12
InChIKey	MSEWTJJXUVIOFS-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	77
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	79
Rotat_Bonds	13
Unbranched_Chain	6
Chiral_Centers	4
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	5.18
logP	5.1283
PSA	64.6
MR	142.144
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-121.1422
PM7_Total_Energy_ev	-5327.9893
PM7_Electronic_Energy_ev	-51582.66218
PM7_Dipole_Debye	5.26675
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.059
PM7_LUMO_Energy_ev	-0.249
PM7_COSMO_Area_square_ang	522.83
PM7_COSMO_Volue_cubic_ang	631.68
PM7_Electron_Affinity_ev	0.249
PM7_Ionization_Energy_ev	9.059
PM7_Energy_Gap_ev	8.81
PM7_Global_Hardness_ev	4.405
PM7_Global_Softness_ev	0.22701475595913734
PM7_Chemical_Potential_ev	-4.654
PM7_Electronigativity_ev	4.654
PM7_Back_Donation_Energy_ev	-1.10125
PM7_Electrophilicity_ev	2.458537570942111
OPENEYE_Name	(2~{S},3~{S},4~{a}~{S},8~{a}~{S})-~{N}-~{tert}-butyl-2-[(2~{R})-3-[4-(4-chlorophenyl)butylamino]-2-hydroxy-propyl]-3,4,4~{a},5,6,7,8,8~{a}-octahydro-1~{H}-isoquinoline-3-carboxamide
SMILES	c1cc(ccc1CCCCNCC(CN2CC3CCCCC3CC2C(=O)NC(C)(C)C)O)Cl
Canonical_SMILES	O[C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)CNCCCCc1ccc(cc1)Cl
InChI	1/C27H44ClN3O2/c1-27(2,3)30-26(33)25-16-21-9-4-5-10-22(21)18-31(25)19-24(32)17-29-15-7-6-8-20-11-13-23(28)14-12-20/h11-14,21-22,24-25,29,32H,4-10,15-19H2,1-3H3,(H,30,33)/f/h30H
InChI_3D	1S/C27H44ClN3O2/c1-27(2,3)30-26(33)25-16-21-9-4-5-10-22(21)18-31(25)19-24(32)17-29-15-7-6-8-20-11-13-23(28)14-12-20/h11-14,21-22,24-25,29,32H,4-10,15-19H2,1-3H3,(H,30,33)/t21-,22+,24+,25-/m0/s1
AuxInfo	1/1/N:17,18,19,8,9,21,22,20,10,11,1,2,3,4,24,12,25,13,23,5,15,16,6,26,14,7,27,33,30,29,28,32,31/E:(1,2,3)(11,12)(13,14)/F:m/E:m/rA:77cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;s8;s8;s9;;;s7s12;s10s12;s11s13s15;;;;s5;s20;s21;;s22;;s23s25;s17s18s19;s13s14s23;s7s27;s24s25;d7;s26;s6;s1;s2;s3;s4;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s29;s30;s32;/rC:12.1435,.9577,0;11.268,-.5402,0;13.0114,.4505,0;12.1358,-1.0474,0;11.2763,.4598,0;13.0119,-.5546,0;3.8168,-.949,0;;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;2.6039,-.5053,0;2.6125,1.5125,0;3.4805,-.0073,0;1.7371,0,0;1.7414,1.0089,0;3.842,-3.5947,0;4.4475,-2.3166,0;2.564,-2.9892,0;10.4129,.9644,0;9.5496,1.4691,0;8.6862,1.9737,0;4.3535,1.4968,0;7.8229,2.4783,0;6.0908,2.4875,0;5.2222,1.9921,0;3.5057,-2.6529,0;3.4848,1.0014,0;3.1694,-1.7112,0;6.9595,2.9829,0;4.8006,-1.1287,0;4.7268,2.8608,0;13.8753,-1.0593,0;12.1455,1.4577,0;10.8333,-.7872,0;13.445,.6995,0;12.1317,-1.5474,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9211,0;-.1729,1.4781,0;1.1923,-.8822,0;.55,-.8829,0;.5486,1.9009,0;1.1928,1.9009,0;2.923,-.8903,0;2.2806,-.8867,0;2.2918,1.8961,0;2.9355,1.8942,0;3.9733,.077,0;1.3047,.2511,0;2.174,.7581,0;3.3712,-3.7628,0;4.3129,-3.4265,0;4.0102,-4.0656,0;4.6156,-2.7875,0;4.2793,-1.8457,0;4.9183,-2.1485,0;2.3958,-2.5184,0;2.7321,-3.4601,0;2.0931,-3.1574,0;10.1606,.5328,0;10.6652,1.3961,0;9.2973,1.0374,0;9.8019,1.9007,0;8.4339,1.542,0;8.9385,2.4053,0;4.6012,1.0624,0;4.1058,1.9311,0;7.5706,2.0466,0;8.0752,2.91,0;5.8432,2.9219,0;6.3385,2.0532,0;5.4698,1.5578,0;2.6775,-1.6214,0;6.9622,3.4829,0;4.2268,2.8635,0;
Duplicates	CHEMBL5187448_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187448_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187448_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187448_p0.sdf