CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180514 (96330)

Formula C₂₁H₃₂N₆O₆S

MW 496.58

InChIKey SKBHSRFBICJHSL-WBIMQDIJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 67

Rotat_Bonds 18

Unbranched_Chain 6

Chiral_Centers 2

ONatoms 12

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP 0.77

logP 2.145

PSA 193.6

MR 128.356

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -237.39806

PM7_Total_Energy_ev -6078.40238

PM7_Electronic_Energy_ev -60448.03387

PM7_Dipole_Debye 5.30169

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.675

PM7_LUMO_Energy_ev -0.561

PM7_COSMO_Area_square_ang 429.17

PM7_COSMO_Volue_cubic_ang 606.31

PM7_Electron_Affinity_ev 0.561

PM7_Ionization_Energy_ev 8.675

PM7_Energy_Gap_ev 8.114

PM7_Global_Hardness_ev 4.057

PM7_Global_Softness_ev 0.24648755237860487

PM7_Chemical_Potential_ev -4.618

PM7_Electronigativity_ev 4.618

PM7_Back_Donation_Energy_ev -1.01425

PM7_Electrophilicity_ev 2.6282874044860733

OPENEYE_Name (2~{R})-2-[[(2~{S})-4-methyl-2-[5-(6-oxo-1~{H}-purin-9-yl)pentoxycarbonylamino]pentanoyl]amino]-3-methylsulfanyl-propanoic acid

SMILES c1nc2c(n1CCCCCOC(=O)NC(C(=O)NC(C(=O)O)CSC)CC(C)C)nc[nH]c2=O

Canonical_SMILES CSC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)OCCCCCn1cnc2c1nc[nH]c2=O)CC(C)C

InChI 1/C21H32N6O6S/c1-13(2)9-14(18(28)25-15(10-34-3)20(30)31)26-21(32)33-8-6-4-5-7-27-12-24-16-17(27)22-11-23-19(16)29/h11-15H,4-10H2,1-3H3,(H,25,28)(H,26,32)(H,30,31)(H,22,23,29)/f/h23,25-26,30H

InChI_3D 1S/C21H32N6O6S/c1-13(2)9-14(18(28)25-15(10-34-3)20(30)31)26-21(32)33-8-6-4-5-7-27-12-24-16-17(27)22-11-23-19(16)29/h11-15H,4-10H2,1-3H3,(H,25,28)(H,26,32)(H,30,31)(H,22,23,29)/t14-,15-/m0/s1

AuxInfo 1/1/N:9,10,11,12,13,14,16,17,15,18,4,1,21,19,20,2,3,6,5,7,8,23,25,22,26,27,24,29,28,30,32,31,33,34/E:(1,2)(30,31)/F:9,10,11,12,13,14,16,17,15,18,4,1,21,19,20,2,3,6,5,7,8,23,25,22,26,27,24,29,28,32,30,31,33,34/E:(1,2)/rA:66cCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2;;;;;;;;s12;s12;;s13;s14;;s6s15;s7s18;s9s10s15;d1s2;s3d4;s1s3s16;s4s5;s6s20;s8s19;d5;d6;d7;d8;s7;s8s17;s11s18;s1;s4;s9;s9;s9;s10;s10;s10;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s25;s26;s27;s32;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;-.868,-1.5137,0;;1.9811,-10.7131,0;-.4093,-10.5791,0;3.0105,-8.2758,0;4.8057,-10.5652,0;4.8796,-11.9775,0;-1.6737,-13.4776,0;2.7527,-4.6795,0;2.4437,-3.7284,0;3.0617,-5.6306,0;3.3934,-10.6392,0;2.1348,-2.7774,0;3.3707,-6.5817,0;-.3354,-11.9914,0;2.6503,-9.97,0;.3338,-11.2483,0;4.1365,-11.3084,0;1.8258,-.1969,0;0,-2.0116,0;1.8258,-1.8263,0;-.868,-.5079,0;1.003,-10.5052,0;3.3194,-9.2269,0;0,1,0;2.2901,-11.6642,0;-.2014,-9.601,0;2.0323,-8.0679,0;-1.3604,-10.8881,0;3.6796,-7.5327,0;-1.0045,-12.7345,0;2.9178,-1.0115,0;-1.3007,-1.7643,0;4.4341,-10.2307,0;5.1772,-10.8998,0;5.1402,-10.1937,0;5.2142,-11.606,0;4.545,-12.3491,0;5.2512,-12.3121,0;-1.3022,-13.8122,0;-2.0453,-13.143,0;-2.0083,-13.8492,0;2.2772,-4.834,0;3.2282,-4.525,0;1.9682,-3.8829,0;2.9193,-3.574,0;2.5861,-5.7851,0;3.5372,-5.4761,0;3.728,-10.2676,0;3.0588,-11.0107,0;1.6592,-2.9319,0;2.6103,-2.6229,0;2.8951,-6.7361,0;3.8462,-6.4272,0;.0362,-12.326,0;-.7069,-11.6568,0;2.2787,-9.6354,0;.7053,-11.5829,0;3.8019,-11.6799,0;-1.3017,-.2592,0;.8485,-10.0296,0;3.8085,-9.3309,0;-1.7319,-10.5535,0;

Duplicates ChEBI180514

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180514.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180514.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180514.sdf

Formula	C₂₁H₃₂N₆O₆S
MW	496.58
InChIKey	SKBHSRFBICJHSL-WBIMQDIJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	67
Rotat_Bonds	18
Unbranched_Chain	6
Chiral_Centers	2
ONatoms	12
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	0.77
logP	2.145
PSA	193.6
MR	128.356
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-237.39806
PM7_Total_Energy_ev	-6078.40238
PM7_Electronic_Energy_ev	-60448.03387
PM7_Dipole_Debye	5.30169
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.675
PM7_LUMO_Energy_ev	-0.561
PM7_COSMO_Area_square_ang	429.17
PM7_COSMO_Volue_cubic_ang	606.31
PM7_Electron_Affinity_ev	0.561
PM7_Ionization_Energy_ev	8.675
PM7_Energy_Gap_ev	8.114
PM7_Global_Hardness_ev	4.057
PM7_Global_Softness_ev	0.24648755237860487
PM7_Chemical_Potential_ev	-4.618
PM7_Electronigativity_ev	4.618
PM7_Back_Donation_Energy_ev	-1.01425
PM7_Electrophilicity_ev	2.6282874044860733
OPENEYE_Name	(2~{R})-2-[[(2~{S})-4-methyl-2-[5-(6-oxo-1~{H}-purin-9-yl)pentoxycarbonylamino]pentanoyl]amino]-3-methylsulfanyl-propanoic acid
SMILES	c1nc2c(n1CCCCCOC(=O)NC(C(=O)NC(C(=O)O)CSC)CC(C)C)nc[nH]c2=O
Canonical_SMILES	CSC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)OCCCCCn1cnc2c1nc[nH]c2=O)CC(C)C
InChI	1/C21H32N6O6S/c1-13(2)9-14(18(28)25-15(10-34-3)20(30)31)26-21(32)33-8-6-4-5-7-27-12-24-16-17(27)22-11-23-19(16)29/h11-15H,4-10H2,1-3H3,(H,25,28)(H,26,32)(H,30,31)(H,22,23,29)/f/h23,25-26,30H
InChI_3D	1S/C21H32N6O6S/c1-13(2)9-14(18(28)25-15(10-34-3)20(30)31)26-21(32)33-8-6-4-5-7-27-12-24-16-17(27)22-11-23-19(16)29/h11-15H,4-10H2,1-3H3,(H,25,28)(H,26,32)(H,30,31)(H,22,23,29)/t14-,15-/m0/s1
AuxInfo	1/1/N:9,10,11,12,13,14,16,17,15,18,4,1,21,19,20,2,3,6,5,7,8,23,25,22,26,27,24,29,28,30,32,31,33,34/E:(1,2)(30,31)/F:9,10,11,12,13,14,16,17,15,18,4,1,21,19,20,2,3,6,5,7,8,23,25,22,26,27,24,29,28,32,30,31,33,34/E:(1,2)/rA:66cCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2;;;;;;;;s12;s12;;s13;s14;;s6s15;s7s18;s9s10s15;d1s2;s3d4;s1s3s16;s4s5;s6s20;s8s19;d5;d6;d7;d8;s7;s8s17;s11s18;s1;s4;s9;s9;s9;s10;s10;s10;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s25;s26;s27;s32;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;-.868,-1.5137,0;;1.9811,-10.7131,0;-.4093,-10.5791,0;3.0105,-8.2758,0;4.8057,-10.5652,0;4.8796,-11.9775,0;-1.6737,-13.4776,0;2.7527,-4.6795,0;2.4437,-3.7284,0;3.0617,-5.6306,0;3.3934,-10.6392,0;2.1348,-2.7774,0;3.3707,-6.5817,0;-.3354,-11.9914,0;2.6503,-9.97,0;.3338,-11.2483,0;4.1365,-11.3084,0;1.8258,-.1969,0;0,-2.0116,0;1.8258,-1.8263,0;-.868,-.5079,0;1.003,-10.5052,0;3.3194,-9.2269,0;0,1,0;2.2901,-11.6642,0;-.2014,-9.601,0;2.0323,-8.0679,0;-1.3604,-10.8881,0;3.6796,-7.5327,0;-1.0045,-12.7345,0;2.9178,-1.0115,0;-1.3007,-1.7643,0;4.4341,-10.2307,0;5.1772,-10.8998,0;5.1402,-10.1937,0;5.2142,-11.606,0;4.545,-12.3491,0;5.2512,-12.3121,0;-1.3022,-13.8122,0;-2.0453,-13.143,0;-2.0083,-13.8492,0;2.2772,-4.834,0;3.2282,-4.525,0;1.9682,-3.8829,0;2.9193,-3.574,0;2.5861,-5.7851,0;3.5372,-5.4761,0;3.728,-10.2676,0;3.0588,-11.0107,0;1.6592,-2.9319,0;2.6103,-2.6229,0;2.8951,-6.7361,0;3.8462,-6.4272,0;.0362,-12.326,0;-.7069,-11.6568,0;2.2787,-9.6354,0;.7053,-11.5829,0;3.8019,-11.6799,0;-1.3017,-.2592,0;.8485,-10.0296,0;3.8085,-9.3309,0;-1.7319,-10.5535,0;
Duplicates	ChEBI180514
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180514.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180514.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180514.sdf