CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07700 (7177)

Formula C₂₅H₃₃NO₃

MW 395.54

InChIKey YVAJWBACBRSVPR-CKFYMFOVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 1

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.75

logP 5.4439

PSA 69.39

MR 113.728

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -145.3056

PM7_Total_Energy_ev -4590.14837

PM7_Electronic_Energy_ev -42689.94356

PM7_Dipole_Debye 4.04433

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.558

PM7_LUMO_Energy_ev -0.336

PM7_COSMO_Area_square_ang 397.04

PM7_COSMO_Volue_cubic_ang 495.81

PM7_Electron_Affinity_ev 0.336

PM7_Ionization_Energy_ev 9.558

PM7_Energy_Gap_ev 9.222

PM7_Global_Hardness_ev 4.611

PM7_Global_Softness_ev 0.2168726957276079

PM7_Chemical_Potential_ev -4.947

PM7_Electronigativity_ev 4.947

PM7_Back_Donation_Energy_ev -1.15275

PM7_Electrophilicity_ev 2.653742029928432

OPENEYE_Name (8~{R},9~{S},13~{S},14~{S},17~{R})-5',5',13-trimethyl-6'-oxo-spiro[7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthrene-17,2'-tetrahydropyran]-3-carboxamide

SMILES c1cc2c(cc1C(=O)N)CCC3C2CCC4(C3CCC45CCC(C(=O)O5)(C)C)C

Canonical_SMILES O=C1O[C@]2(CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3CCc3c2ccc(c3)C(=O)N)CCC1(C)C

InChI 1/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/f/h26H2

InChI_3D 1S/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/t18-,19-,20+,24+,25-/m1/s1

AuxInfo 1/1/N:23,24,25,9,1,2,10,11,12,14,15,13,16,3,6,4,5,17,18,19,8,7,20,21,22,26,28,27,29/E:(1,2)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;s4;s6;s9;;;;s11;s12;s13;s5s11;s10s17;s12s18;s7s13;s14s19;s15s16s21;s20;s20;s21;s8;d7;d8;s7s22;s1;s2;s3;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;/rC:;-.5,.866,0;1.5,.866,0;1,0,0;0,1.7321,0;1,1.7321,0;-2.968,6.5684,0;1.5,-.866,0;1.5,2.5981,0;1,3.4641,0;-1.5,2.5981,0;-.191,5.2812,0;-3.5032,4.9211,0;-2,3.4641,0;-1,5.869,0;-2.5522,4.6121,0;-.5,2.5981,0;0,3.4641,0;-.5,4.3301,0;-3.7111,5.8992,0;-1.5,4.3301,0;-1.809,5.2812,0;-5.3337,5.2437,0;-4.6385,7.3833,0;-2.0408,5.9945,0;2.5,-.866,0;-3.1759,7.5465,0;1,-1.7321,0;-2.0169,6.2593,0;-.25,-.433,0;-1,.866,0;2,.866,0;1.883,2.9195,0;1.883,2.2767,0;.9132,3.9565,0;1.4698,3.6351,0;-1.4132,2.1057,0;-1.9698,2.4271,0;.059,5.7142,0;.2658,5.0778,0;-3.5728,4.4259,0;-4.0029,4.9036,0;-2.383,3.1427,0;-2.383,3.7855,0;-1.3346,6.2405,0;-.6654,6.2405,0;-2.1582,4.3042,0;-2.7869,4.1706,0;0,2.5981,0;-.5,3.4641,0;-.0027,4.3824,0;-5.1464,4.7801,0;-5.521,5.7073,0;-5.7973,5.0564,0;-5.0625,7.1183,0;-4.2145,7.6483,0;-4.9034,7.8073,0;-2.5163,5.84,0;-1.5652,6.149,0;-2.1953,6.47,0;2.75,-1.299,0;2.75,-.433,0;

Duplicates DB07700

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07700.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07700.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07700.sdf

Formula	C₂₅H₃₃NO₃
MW	395.54
InChIKey	YVAJWBACBRSVPR-CKFYMFOVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	1
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.75
logP	5.4439
PSA	69.39
MR	113.728
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-145.3056
PM7_Total_Energy_ev	-4590.14837
PM7_Electronic_Energy_ev	-42689.94356
PM7_Dipole_Debye	4.04433
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.558
PM7_LUMO_Energy_ev	-0.336
PM7_COSMO_Area_square_ang	397.04
PM7_COSMO_Volue_cubic_ang	495.81
PM7_Electron_Affinity_ev	0.336
PM7_Ionization_Energy_ev	9.558
PM7_Energy_Gap_ev	9.222
PM7_Global_Hardness_ev	4.611
PM7_Global_Softness_ev	0.2168726957276079
PM7_Chemical_Potential_ev	-4.947
PM7_Electronigativity_ev	4.947
PM7_Back_Donation_Energy_ev	-1.15275
PM7_Electrophilicity_ev	2.653742029928432
OPENEYE_Name	(8~{R},9~{S},13~{S},14~{S},17~{R})-5',5',13-trimethyl-6'-oxo-spiro[7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthrene-17,2'-tetrahydropyran]-3-carboxamide
SMILES	c1cc2c(cc1C(=O)N)CCC3C2CCC4(C3CCC45CCC(C(=O)O5)(C)C)C
Canonical_SMILES	O=C1O[C@]2(CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3CCc3c2ccc(c3)C(=O)N)CCC1(C)C
InChI	1/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/f/h26H2
InChI_3D	1S/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/t18-,19-,20+,24+,25-/m1/s1
AuxInfo	1/1/N:23,24,25,9,1,2,10,11,12,14,15,13,16,3,6,4,5,17,18,19,8,7,20,21,22,26,28,27,29/E:(1,2)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;s4;s6;s9;;;;s11;s12;s13;s5s11;s10s17;s12s18;s7s13;s14s19;s15s16s21;s20;s20;s21;s8;d7;d8;s7s22;s1;s2;s3;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;/rC:;-.5,.866,0;1.5,.866,0;1,0,0;0,1.7321,0;1,1.7321,0;-2.968,6.5684,0;1.5,-.866,0;1.5,2.5981,0;1,3.4641,0;-1.5,2.5981,0;-.191,5.2812,0;-3.5032,4.9211,0;-2,3.4641,0;-1,5.869,0;-2.5522,4.6121,0;-.5,2.5981,0;0,3.4641,0;-.5,4.3301,0;-3.7111,5.8992,0;-1.5,4.3301,0;-1.809,5.2812,0;-5.3337,5.2437,0;-4.6385,7.3833,0;-2.0408,5.9945,0;2.5,-.866,0;-3.1759,7.5465,0;1,-1.7321,0;-2.0169,6.2593,0;-.25,-.433,0;-1,.866,0;2,.866,0;1.883,2.9195,0;1.883,2.2767,0;.9132,3.9565,0;1.4698,3.6351,0;-1.4132,2.1057,0;-1.9698,2.4271,0;.059,5.7142,0;.2658,5.0778,0;-3.5728,4.4259,0;-4.0029,4.9036,0;-2.383,3.1427,0;-2.383,3.7855,0;-1.3346,6.2405,0;-.6654,6.2405,0;-2.1582,4.3042,0;-2.7869,4.1706,0;0,2.5981,0;-.5,3.4641,0;-.0027,4.3824,0;-5.1464,4.7801,0;-5.521,5.7073,0;-5.7973,5.0564,0;-5.0625,7.1183,0;-4.2145,7.6483,0;-4.9034,7.8073,0;-2.5163,5.84,0;-1.5652,6.149,0;-2.1953,6.47,0;2.75,-1.299,0;2.75,-.433,0;
Duplicates	DB07700
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07700.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07700.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07700.sdf