CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15035 (12192)

Formula C₂₇H₂₉N₅O₃

MW 471.56

InChIKey RNOAOAWBMHREKO-DFLUKEIKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 4.02

logP 4.9988

PSA 102.48

MR 141.349

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -6.74863

PM7_Total_Energy_ev -5523.24967

PM7_Electronic_Energy_ev -51080.28066

PM7_Dipole_Debye 1.98437

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.548

PM7_LUMO_Energy_ev -0.314

PM7_COSMO_Area_square_ang 476.58

PM7_COSMO_Volue_cubic_ang 565.69

PM7_Electron_Affinity_ev 0.314

PM7_Ionization_Energy_ev 8.548

PM7_Energy_Gap_ev 8.234

PM7_Global_Hardness_ev 4.117

PM7_Global_Softness_ev 0.24289531212047608

PM7_Chemical_Potential_ev -4.431

PM7_Electronigativity_ev 4.431

PM7_Back_Donation_Energy_ev -1.02925

PM7_Electrophilicity_ev 2.3844742530969154

OPENEYE_Name (7~{S})-2-(4-phenoxyphenyl)-7-(1-prop-2-enoyl-4-piperidyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

SMILES c1ccc(cc1)Oc2ccc(cc2)c3c(c4n(n3)C(CCN4)C5CCN(CC5)C(=O)C=C)C(=O)N

Canonical_SMILES C=CC(=O)N1CCC(CC1)[C@@H]1CCNc2n1nc(c2C(=O)N)c1ccc(cc1)Oc1ccccc1

InChI 1/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/f/h28H2

InChI_3D 1S/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/t22-/m0/s1

AuxInfo 1/1/N:16,17,1,2,3,6,7,4,5,8,9,22,20,21,25,23,24,26,10,12,13,27,19,11,14,18,15,32,30,28,31,29,34,33,35/E:(4,5)(6,7)(8,9)(10,11)(13,14)(16,17)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;s4d5;;d6s7;s8d9;s10s11;d11;;d16;s11;s17;;;;s20;s21;s22;s20s21;s22s26;d14;s15s27s28;s15s25;s19s23s24;s18;d18;d19;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s27;s30;s32;s32;/rC:9.9266,-3.7598,0;8.9266,-3.7628,0;10.4291,-2.8952,0;5.5332,.364,0;5.5334,-1.371,0;8.4239,-2.8923,0;9.9264,-2.0247,0;6.5384,.3641,0;6.5386,-1.3709,0;5.0358,-.5035,0;2.6938,-1.3184,0;8.9213,-2.0188,0;7.0462,-.5034,0;3.2858,-.5036,0;1.736,-1.0071,0;-1.1386,6.3542,0;-1.1357,5.3542,0;3.0028,-2.2695,0;-.2682,4.8567,0;-1.1284,2.3413,0;.6066,2.3463,0;;-1.1313,3.3465,0;.6037,3.3515,0;0,-1.0058,0;-.2595,1.8463,0;.868,.5079,0;2.6938,.311,0;1.736,0,0;.868,-1.5037,0;-.2653,3.8567,0;2.3336,-3.0126,0;3.9809,-2.4774,0;.5963,5.3592,0;8.0462,-.5033,0;10.1766,-4.1928,0;8.6772,-4.1962,0;10.9291,-2.8959,0;5.2826,.7967,0;5.2827,-1.8036,0;7.9239,-2.8938,0;10.1777,-1.5924,0;6.7871,.7979,0;6.7873,-1.8046,0;-1.5724,6.6029,0;-.7063,6.6054,0;-1.568,5.1029,0;-1.2972,1.8706,0;-1.6212,2.4262,0;1.0988,2.4341,0;.778,1.8766,0;-.4922,-.0878,0;-.1728,.4692,0;-1.6233,3.2572,0;-1.3056,3.8151,0;.7751,3.8212,0;1.0961,3.2651,0;-.1701,-1.476,0;-.4925,-.9194,0;-.5794,1.462,0;1.1901,.8903,0;.8677,-2.0037,0;1.8445,-2.9086,0;2.4881,-3.4881,0;

Duplicates DB15035

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15035.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15035.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15035.sdf

Formula	C₂₇H₂₉N₅O₃
MW	471.56
InChIKey	RNOAOAWBMHREKO-DFLUKEIKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	4.02
logP	4.9988
PSA	102.48
MR	141.349
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-6.74863
PM7_Total_Energy_ev	-5523.24967
PM7_Electronic_Energy_ev	-51080.28066
PM7_Dipole_Debye	1.98437
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.548
PM7_LUMO_Energy_ev	-0.314
PM7_COSMO_Area_square_ang	476.58
PM7_COSMO_Volue_cubic_ang	565.69
PM7_Electron_Affinity_ev	0.314
PM7_Ionization_Energy_ev	8.548
PM7_Energy_Gap_ev	8.234
PM7_Global_Hardness_ev	4.117
PM7_Global_Softness_ev	0.24289531212047608
PM7_Chemical_Potential_ev	-4.431
PM7_Electronigativity_ev	4.431
PM7_Back_Donation_Energy_ev	-1.02925
PM7_Electrophilicity_ev	2.3844742530969154
OPENEYE_Name	(7~{S})-2-(4-phenoxyphenyl)-7-(1-prop-2-enoyl-4-piperidyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
SMILES	c1ccc(cc1)Oc2ccc(cc2)c3c(c4n(n3)C(CCN4)C5CCN(CC5)C(=O)C=C)C(=O)N
Canonical_SMILES	C=CC(=O)N1CCC(CC1)[C@@H]1CCNc2n1nc(c2C(=O)N)c1ccc(cc1)Oc1ccccc1
InChI	1/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/f/h28H2
InChI_3D	1S/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/t22-/m0/s1
AuxInfo	1/1/N:16,17,1,2,3,6,7,4,5,8,9,22,20,21,25,23,24,26,10,12,13,27,19,11,14,18,15,32,30,28,31,29,34,33,35/E:(4,5)(6,7)(8,9)(10,11)(13,14)(16,17)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;s4d5;;d6s7;s8d9;s10s11;d11;;d16;s11;s17;;;;s20;s21;s22;s20s21;s22s26;d14;s15s27s28;s15s25;s19s23s24;s18;d18;d19;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s27;s30;s32;s32;/rC:9.9266,-3.7598,0;8.9266,-3.7628,0;10.4291,-2.8952,0;5.5332,.364,0;5.5334,-1.371,0;8.4239,-2.8923,0;9.9264,-2.0247,0;6.5384,.3641,0;6.5386,-1.3709,0;5.0358,-.5035,0;2.6938,-1.3184,0;8.9213,-2.0188,0;7.0462,-.5034,0;3.2858,-.5036,0;1.736,-1.0071,0;-1.1386,6.3542,0;-1.1357,5.3542,0;3.0028,-2.2695,0;-.2682,4.8567,0;-1.1284,2.3413,0;.6066,2.3463,0;;-1.1313,3.3465,0;.6037,3.3515,0;0,-1.0058,0;-.2595,1.8463,0;.868,.5079,0;2.6938,.311,0;1.736,0,0;.868,-1.5037,0;-.2653,3.8567,0;2.3336,-3.0126,0;3.9809,-2.4774,0;.5963,5.3592,0;8.0462,-.5033,0;10.1766,-4.1928,0;8.6772,-4.1962,0;10.9291,-2.8959,0;5.2826,.7967,0;5.2827,-1.8036,0;7.9239,-2.8938,0;10.1777,-1.5924,0;6.7871,.7979,0;6.7873,-1.8046,0;-1.5724,6.6029,0;-.7063,6.6054,0;-1.568,5.1029,0;-1.2972,1.8706,0;-1.6212,2.4262,0;1.0988,2.4341,0;.778,1.8766,0;-.4922,-.0878,0;-.1728,.4692,0;-1.6233,3.2572,0;-1.3056,3.8151,0;.7751,3.8212,0;1.0961,3.2651,0;-.1701,-1.476,0;-.4925,-.9194,0;-.5794,1.462,0;1.1901,.8903,0;.8677,-2.0037,0;1.8445,-2.9086,0;2.4881,-3.4881,0;
Duplicates	DB15035
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15035.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15035.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15035.sdf