NPASS drugs

Drug Information

Drug ID:	NPD8131
Drug Name:	betulinic acid derivative caspase inducers (cancer), Advanced Life Sciences
Molecular Formula:	C38H60N2O2
Canonical SMILES:	OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CCC(C3(C)C)N)C(=C)CNCCc1ccc(cc1)O
Standard InCHI:	InChI=1S/C38H60N2O2/c1-25(23-40-22-16-26-7-9-27(42)10-8-26)28-13-19-38(24-41)21-20-36(5)29(33(28)38)11-12-31-35(4)17-15-32(39)34(2,3)30(35)14-18-37(31,36)6/h7-10,28-33,40-42H,1,11-24,39H2,2-6H3/t28-,29+,30-,31+,32?,33+,35-,36+,37+,38+/m0/s1
Standard InCHIKey:	KODVCBFFYKXPLO-OGTXVEBCSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8131

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	137
0.1-0.2	933
0.2-0.3	2521
0.3-0.4	6829
0.4-0.5	10378
0.5-0.6	8527
0.6-0.7	1501
0.7-0.8	56
0.8-0.85	7
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.85	NPC149379
Intermediate Similarity	0.8156	NPC124802
Intermediate Similarity	0.8099	NPC126859
Intermediate Similarity	0.8099	NPC259665
Intermediate Similarity	0.8099	NPC89769
Intermediate Similarity	0.8085	NPC66177
Intermediate Similarity	0.8085	NPC268763
Intermediate Similarity	0.8085	NPC8305
Intermediate Similarity	0.7808	NPC132847
Intermediate Similarity	0.7586	NPC40488
Intermediate Similarity	0.7535	NPC109151
Intermediate Similarity	0.753	NPC476751
Intermediate Similarity	0.745	NPC325568
Intermediate Similarity	0.7434	NPC150712
Intermediate Similarity	0.7431	NPC307020
Intermediate Similarity	0.7376	NPC48342
Intermediate Similarity	0.7376	NPC164649
Intermediate Similarity	0.7357	NPC247858
Intermediate Similarity	0.7357	NPC257540
Intermediate Similarity	0.7357	NPC137496
Intermediate Similarity	0.7357	NPC474358
Intermediate Similarity	0.7357	NPC474387
Intermediate Similarity	0.7357	NPC154511
Intermediate Similarity	0.7351	NPC11266
Intermediate Similarity	0.7325	NPC2672
Intermediate Similarity	0.7294	NPC329969
Intermediate Similarity	0.7286	NPC213
Intermediate Similarity	0.7286	NPC10286
Intermediate Similarity	0.7267	NPC3202
Intermediate Similarity	0.7246	NPC322753
Intermediate Similarity	0.7237	NPC478140
Intermediate Similarity	0.7222	NPC328504
Intermediate Similarity	0.7208	NPC170170
Intermediate Similarity	0.7208	NPC211468
Intermediate Similarity	0.7208	NPC219233
Intermediate Similarity	0.7203	NPC283760
Intermediate Similarity	0.7203	NPC126002
Intermediate Similarity	0.7172	NPC142198
Intermediate Similarity	0.7172	NPC77569
Intermediate Similarity	0.7161	NPC323123
Intermediate Similarity	0.7161	NPC168861
Intermediate Similarity	0.7153	NPC68339
Intermediate Similarity	0.7143	NPC35627
Intermediate Similarity	0.7143	NPC476573
Intermediate Similarity	0.7143	NPC81247
Intermediate Similarity	0.7143	NPC275839
Intermediate Similarity	0.7092	NPC268160
Intermediate Similarity	0.7091	NPC79328
Intermediate Similarity	0.7083	NPC93071
Intermediate Similarity	0.7071	NPC228425
Intermediate Similarity	0.7063	NPC137096
Intermediate Similarity	0.7051	NPC248287
Intermediate Similarity	0.7051	NPC234548
Intermediate Similarity	0.7042	NPC35797
Intermediate Similarity	0.7042	NPC147179
Intermediate Similarity	0.7042	NPC192948
Intermediate Similarity	0.7041	NPC195392
Intermediate Similarity	0.7039	NPC208757
Intermediate Similarity	0.7034	NPC99734
Intermediate Similarity	0.7032	NPC214988
Intermediate Similarity	0.7025	NPC35212
Intermediate Similarity	0.702	NPC86257
Intermediate Similarity	0.7012	NPC93343
Intermediate Similarity	0.7007	NPC321402
Remote Similarity	0.6993	NPC477137
Remote Similarity	0.6993	NPC38893
Remote Similarity	0.6993	NPC308828
Remote Similarity	0.6993	NPC219112
Remote Similarity	0.6993	NPC308311
Remote Similarity	0.6981	NPC252133
Remote Similarity	0.6981	NPC310621
Remote Similarity	0.6978	NPC145638
Remote Similarity	0.6978	NPC290566
Remote Similarity	0.6977	NPC475215
Remote Similarity	0.6977	NPC108434
Remote Similarity	0.6975	NPC60538
Remote Similarity	0.6975	NPC207824
Remote Similarity	0.6971	NPC119068
Remote Similarity	0.6971	NPC40496
Remote Similarity	0.6962	NPC473922
Remote Similarity	0.6962	NPC473612
Remote Similarity	0.6948	NPC475627
Remote Similarity	0.6948	NPC475346
Remote Similarity	0.6948	NPC18982
Remote Similarity	0.6948	NPC475457
Remote Similarity	0.6944	NPC477136
Remote Similarity	0.6944	NPC172219
Remote Similarity	0.6944	NPC304510
Remote Similarity	0.6943	NPC139243
Remote Similarity	0.6943	NPC116742
Remote Similarity	0.6936	NPC477020
Remote Similarity	0.6936	NPC192135
Remote Similarity	0.6936	NPC66341
Remote Similarity	0.6932	NPC257269
Remote Similarity	0.6932	NPC230276
Remote Similarity	0.6929	NPC474149
Remote Similarity	0.6928	NPC302171
Remote Similarity	0.6928	NPC126519
Remote Similarity	0.6928	NPC29647
Remote Similarity	0.6928	NPC33338
Remote Similarity	0.6928	NPC170503
Remote Similarity	0.6928	NPC300020
Remote Similarity	0.6928	NPC203784
Remote Similarity	0.6923	NPC317254
Remote Similarity	0.6923	NPC469719
Remote Similarity	0.6919	NPC69712
Remote Similarity	0.6919	NPC477562
Remote Similarity	0.6919	NPC152212
Remote Similarity	0.6919	NPC26240
Remote Similarity	0.6918	NPC321133
Remote Similarity	0.6918	NPC311330
Remote Similarity	0.6918	NPC190501
Remote Similarity	0.6918	NPC318552
Remote Similarity	0.6906	NPC11554
Remote Similarity	0.6901	NPC126676
Remote Similarity	0.6901	NPC469671
Remote Similarity	0.6899	NPC470616
Remote Similarity	0.6899	NPC221134
Remote Similarity	0.6899	NPC164743
Remote Similarity	0.6899	NPC470925
Remote Similarity	0.6899	NPC470617
Remote Similarity	0.6897	NPC469609
Remote Similarity	0.6897	NPC471671
Remote Similarity	0.6897	NPC85276
Remote Similarity	0.6892	NPC71094
Remote Similarity	0.689	NPC76213
Remote Similarity	0.689	NPC277669
Remote Similarity	0.6887	NPC262936
Remote Similarity	0.6887	NPC30491
Remote Similarity	0.6883	NPC267237
Remote Similarity	0.6883	NPC85595
Remote Similarity	0.6882	NPC121275
Remote Similarity	0.6882	NPC284183
Remote Similarity	0.6882	NPC4138
Remote Similarity	0.6882	NPC209377
Remote Similarity	0.6875	NPC92
Remote Similarity	0.6875	NPC475578
Remote Similarity	0.6875	NPC477209
Remote Similarity	0.6875	NPC469663
Remote Similarity	0.6875	NPC471668
Remote Similarity	0.6875	NPC82963
Remote Similarity	0.6867	NPC318965
Remote Similarity	0.6863	NPC326966
Remote Similarity	0.6857	NPC258056
Remote Similarity	0.6853	NPC118202
Remote Similarity	0.6849	NPC31296
Remote Similarity	0.6849	NPC258366
Remote Similarity	0.6849	NPC473974
Remote Similarity	0.6849	NPC79933
Remote Similarity	0.6849	NPC469644
Remote Similarity	0.6848	NPC26601
Remote Similarity	0.6842	NPC271808
Remote Similarity	0.6842	NPC56887
Remote Similarity	0.6842	NPC223077
Remote Similarity	0.6842	NPC193853
Remote Similarity	0.6842	NPC476749
Remote Similarity	0.6832	NPC477207
Remote Similarity	0.6828	NPC311737
Remote Similarity	0.6828	NPC38458
Remote Similarity	0.6824	NPC475166
Remote Similarity	0.6821	NPC145659
Remote Similarity	0.6821	NPC323775
Remote Similarity	0.6821	NPC269598
Remote Similarity	0.6821	NPC9292
Remote Similarity	0.6821	NPC236347
Remote Similarity	0.6821	NPC322366
Remote Similarity	0.6815	NPC193528
Remote Similarity	0.6815	NPC249817
Remote Similarity	0.6815	NPC125732
Remote Similarity	0.6809	NPC141782
Remote Similarity	0.6807	NPC477564
Remote Similarity	0.6807	NPC2295
Remote Similarity	0.6805	NPC166014
Remote Similarity	0.6805	NPC27410
Remote Similarity	0.6803	NPC135467
Remote Similarity	0.6803	NPC260832
Remote Similarity	0.68	NPC477558
Remote Similarity	0.6792	NPC323204
Remote Similarity	0.678	NPC474507
Remote Similarity	0.6779	NPC478058
Remote Similarity	0.6772	NPC475482
Remote Similarity	0.6772	NPC216940
Remote Similarity	0.6772	NPC198621
Remote Similarity	0.6772	NPC22676
Remote Similarity	0.677	NPC44649
Remote Similarity	0.677	NPC328824
Remote Similarity	0.677	NPC235557
Remote Similarity	0.6765	NPC289381
Remote Similarity	0.6765	NPC155847
Remote Similarity	0.6765	NPC474582
Remote Similarity	0.6761	NPC176279
Remote Similarity	0.6761	NPC77772
Remote Similarity	0.6761	NPC148709
Remote Similarity	0.6761	NPC173416
Remote Similarity	0.6761	NPC476577
Remote Similarity	0.6761	NPC260323
Remote Similarity	0.676	NPC135772
Remote Similarity	0.6759	NPC141001
Remote Similarity	0.6753	NPC472793
Remote Similarity	0.6752	NPC477874

Drug Structure

NPD8131 OpenBabel08211713002D 47 52 0 0 1 0 0 0 0 0999 V2000 -5.7983 -0.3478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4970 -1.4443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9982 -0.5803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0261 -1.9402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8845 1.4728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 0.9918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1785 -3.9403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4387 -2.2943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1288 -4.0905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3890 -2.4445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6678 -0.9622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8342 -1.4438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1672 1.4447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6663 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6661 -2.8876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8831 -2.8919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8328 -2.4065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8333 0.4811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3345 1.9258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8333 1.4437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6670 1.9253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5381 -1.9938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2427 -0.9455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5006 2.4063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8480 -0.1976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8335 -3.0422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7341 -3.3426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1675 0.4825 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6675 0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6661 -0.9632 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 -0.9627 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4994 -2.4065 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5011 0.4821 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4994 -1.4443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8328 -1.4443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8336 0.4816 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5009 1.4442 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3634 -2.9053 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 -1.8436 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5855 2.7034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6844 -3.4929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3634 -3.9030 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2274 -2.4065 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9825 -2.5915 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3852 3.6444 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0295 -4.3910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 2 0 0 0 0 2 34 1 0 0 0 0 3 34 1 0 0 0 0 5 36 1 0 0 0 0 7 9 1 0 0 0 0 7 26 2 0 0 0 0 8 10 2 0 0 0 0 8 26 1 0 0 0 0 9 27 2 0 0 0 0 10 27 1 0 0 0 0 11 12 1 0 0 0 0 11 29 1 0 0 0 0 12 31 1 0 0 0 0 13 19 1 0 0 0 0 13 28 1 0 0 0 0 14 18 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 32 1 0 0 0 0 16 22 1 0 0 0 0 16 26 1 0 0 0 0 17 35 1 0 0 0 0 18 37 1 0 0 0 0 19 38 1 0 0 0 0 20 21 1 0 0 0 0 20 36 1 0 0 0 0 21 38 1 0 0 0 0 22 40 1 0 0 0 0 23 25 1 0 0 0 0 23 40 1 0 0 0 0 24 41 1 0 0 0 0 27 42 1 0 0 0 0 28 25 1 6 0 0 0 28 33 1 0 0 0 0 29 33 1 0 0 0 0 29 36 1 6 0 0 0 30 34 1 0 0 0 0 30 35 1 1 0 0 0 31 35 1 1 0 0 0 31 37 1 0 0 0 0 32 34 1 0 0 0 0 32 39 1 0 0 0 0 33 38 1 1 0 0 0 35 4 1 1 0 0 0 36 37 1 1 0 0 0 37 6 1 1 0 0 0 38 24 1 1 0 0 0 39 43 1 0 0 0 0 39 44 1 0 0 0 0 40 45 1 0 0 0 0 41 46 1 0 0 0 0 42 47 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003961
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	576.47
ALogP	0.6071
MLogP	5.2
XLogP	9.759
HDA	3
HBD	4
Rotatable Bonds	15
TPSA	78.51
RO5 Violation	1