NPASS drugs

Drug Information

Drug ID:	NPD7295
Drug Name:	Onapristone
Molecular Formula:	C29H39NO3
Canonical SMILES:	OCCC[C@@]1(O)CC[C@@H]2[C@@]1(C)C[C@H](c1ccc(cc1)N(C)C)C1=C3CCC(=O)C=C3CC[C@@H]21
Standard InCHI:	InChI=1S/C29H39NO3/c1-28-18-25(19-5-8-21(9-6-19)30(2)3)27-23-12-10-22(32)17-20(23)7-11-24(27)26(28)13-15-29(28,33)14-4-16-31/h5-6,8-9,17,24-26,31,33H,4,7,10-16,18H2,1-3H3/t24-,25+,26-,28+,29+/m0/s1
Standard InCHIKey:	IEXUMDBQLIVNHZ-YOUGDJEHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7295

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	127
0.1-0.2	800
0.2-0.3	1827
0.3-0.4	5016
0.4-0.5	17931
0.5-0.6	4670
0.6-0.7	505
0.7-0.8	14
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7662	NPC212799
Intermediate Similarity	0.7434	NPC315051
Intermediate Similarity	0.7407	NPC315368
Intermediate Similarity	0.7394	NPC473484
Intermediate Similarity	0.7355	NPC311330
Intermediate Similarity	0.7297	NPC314431
Intermediate Similarity	0.7261	NPC470579
Intermediate Similarity	0.7203	NPC226143
Intermediate Similarity	0.7143	NPC153007
Intermediate Similarity	0.7143	NPC470343
Intermediate Similarity	0.7143	NPC472244
Intermediate Similarity	0.7097	NPC472243
Intermediate Similarity	0.7091	NPC73644
Intermediate Similarity	0.7	NPC150863
Remote Similarity	0.697	NPC104345
Remote Similarity	0.6954	NPC472245
Remote Similarity	0.6954	NPC280807
Remote Similarity	0.6951	NPC114808
Remote Similarity	0.6941	NPC469915
Remote Similarity	0.6937	NPC264589
Remote Similarity	0.6928	NPC36495
Remote Similarity	0.6901	NPC126676
Remote Similarity	0.6901	NPC469671
Remote Similarity	0.6899	NPC472241
Remote Similarity	0.6886	NPC225319
Remote Similarity	0.6879	NPC476441
Remote Similarity	0.6867	NPC119326
Remote Similarity	0.6864	NPC472106
Remote Similarity	0.6863	NPC53044
Remote Similarity	0.6845	NPC35510
Remote Similarity	0.6845	NPC472117
Remote Similarity	0.6845	NPC472120
Remote Similarity	0.6845	NPC282339
Remote Similarity	0.6845	NPC99632
Remote Similarity	0.6845	NPC253667
Remote Similarity	0.6845	NPC472101
Remote Similarity	0.6813	NPC314186
Remote Similarity	0.6806	NPC9274
Remote Similarity	0.6805	NPC313757
Remote Similarity	0.6803	NPC161956
Remote Similarity	0.6803	NPC112373
Remote Similarity	0.6803	NPC258531
Remote Similarity	0.68	NPC99043
Remote Similarity	0.68	NPC79698
Remote Similarity	0.68	NPC218594
Remote Similarity	0.6798	NPC52262
Remote Similarity	0.6791	NPC475223
Remote Similarity	0.6788	NPC478076
Remote Similarity	0.6786	NPC309531
Remote Similarity	0.6786	NPC248117
Remote Similarity	0.6786	NPC472102
Remote Similarity	0.6783	NPC57051
Remote Similarity	0.6776	NPC116057
Remote Similarity	0.6774	NPC475489
Remote Similarity	0.6772	NPC243162
Remote Similarity	0.677	NPC472242
Remote Similarity	0.6768	NPC475763
Remote Similarity	0.6757	NPC257490
Remote Similarity	0.6755	NPC246983
Remote Similarity	0.6755	NPC475448
Remote Similarity	0.6746	NPC293458
Remote Similarity	0.6744	NPC472118
Remote Similarity	0.6742	NPC97584
Remote Similarity	0.6735	NPC177684
Remote Similarity	0.6735	NPC291962
Remote Similarity	0.6726	NPC193410
Remote Similarity	0.6713	NPC470253
Remote Similarity	0.6689	NPC474926
Remote Similarity	0.6688	NPC314098
Remote Similarity	0.6688	NPC316746
Remote Similarity	0.6687	NPC94602
Remote Similarity	0.6686	NPC223595
Remote Similarity	0.6686	NPC167724
Remote Similarity	0.6686	NPC224970
Remote Similarity	0.6686	NPC201424
Remote Similarity	0.6686	NPC264482
Remote Similarity	0.6686	NPC203202
Remote Similarity	0.6685	NPC21483
Remote Similarity	0.6685	NPC198205
Remote Similarity	0.6667	NPC214626
Remote Similarity	0.6667	NPC472413
Remote Similarity	0.6667	NPC123241
Remote Similarity	0.6667	NPC251212
Remote Similarity	0.6667	NPC139085
Remote Similarity	0.6667	NPC96901
Remote Similarity	0.6667	NPC11149
Remote Similarity	0.6667	NPC61013
Remote Similarity	0.6667	NPC113946
Remote Similarity	0.6667	NPC112752
Remote Similarity	0.6667	NPC311054
Remote Similarity	0.6667	NPC471997
Remote Similarity	0.6647	NPC476750
Remote Similarity	0.6646	NPC242000
Remote Similarity	0.6631	NPC90358
Remote Similarity	0.6631	NPC107828
Remote Similarity	0.6629	NPC476428
Remote Similarity	0.6628	NPC278887
Remote Similarity	0.6626	NPC473541
Remote Similarity	0.6626	NPC478039
Remote Similarity	0.6625	NPC186284
Remote Similarity	0.6625	NPC22082
Remote Similarity	0.6623	NPC192533
Remote Similarity	0.6613	NPC198390
Remote Similarity	0.6607	NPC29285
Remote Similarity	0.66	NPC39818
Remote Similarity	0.6588	NPC474058
Remote Similarity	0.6584	NPC471516
Remote Similarity	0.6582	NPC208725
Remote Similarity	0.6581	NPC126458
Remote Similarity	0.6581	NPC183722
Remote Similarity	0.6578	NPC477044
Remote Similarity	0.6578	NPC477041
Remote Similarity	0.6573	NPC286994
Remote Similarity	0.6571	NPC476425
Remote Similarity	0.6566	NPC66936
Remote Similarity	0.6564	NPC328824
Remote Similarity	0.6562	NPC130251
Remote Similarity	0.6561	NPC136573
Remote Similarity	0.6561	NPC176371
Remote Similarity	0.6558	NPC40488
Remote Similarity	0.655	NPC469741
Remote Similarity	0.6538	NPC473962
Remote Similarity	0.6534	NPC475097
Remote Similarity	0.6532	NPC214960
Remote Similarity	0.6532	NPC279527
Remote Similarity	0.6532	NPC472114
Remote Similarity	0.6532	NPC472115
Remote Similarity	0.6529	NPC471122
Remote Similarity	0.6525	NPC244933
Remote Similarity	0.6525	NPC85560
Remote Similarity	0.6522	NPC301760
Remote Similarity	0.6509	NPC477156
Remote Similarity	0.6509	NPC477157
Remote Similarity	0.6506	NPC318086
Remote Similarity	0.6505	NPC221687
Remote Similarity	0.6497	NPC475427
Remote Similarity	0.6484	NPC99428
Remote Similarity	0.6483	NPC242957
Remote Similarity	0.6483	NPC306977
Remote Similarity	0.6483	NPC287055
Remote Similarity	0.6483	NPC206414
Remote Similarity	0.6478	NPC478140
Remote Similarity	0.6477	NPC307640
Remote Similarity	0.6474	NPC470069
Remote Similarity	0.6474	NPC52059
Remote Similarity	0.6471	NPC97100
Remote Similarity	0.6471	NPC473375
Remote Similarity	0.6467	NPC22689
Remote Similarity	0.6467	NPC154602
Remote Similarity	0.6467	NPC105055
Remote Similarity	0.6463	NPC473573
Remote Similarity	0.6461	NPC260075
Remote Similarity	0.6461	NPC186669
Remote Similarity	0.646	NPC150712
Remote Similarity	0.6458	NPC477043
Remote Similarity	0.6458	NPC265513
Remote Similarity	0.6455	NPC477045
Remote Similarity	0.6454	NPC471186
Remote Similarity	0.6453	NPC472121
Remote Similarity	0.6453	NPC476231
Remote Similarity	0.645	NPC473297
Remote Similarity	0.6447	NPC472415
Remote Similarity	0.6443	NPC472698
Remote Similarity	0.6443	NPC472697
Remote Similarity	0.6442	NPC308197
Remote Similarity	0.6442	NPC473922
Remote Similarity	0.6442	NPC478040
Remote Similarity	0.6442	NPC314287
Remote Similarity	0.6441	NPC329338
Remote Similarity	0.6441	NPC469726
Remote Similarity	0.6438	NPC287358
Remote Similarity	0.6432	NPC25401
Remote Similarity	0.6429	NPC285381
Remote Similarity	0.6425	NPC6974
Remote Similarity	0.6424	NPC103292
Remote Similarity	0.6409	NPC477159
Remote Similarity	0.6407	NPC144691
Remote Similarity	0.6403	NPC264728
Remote Similarity	0.64	NPC63047
Remote Similarity	0.64	NPC154293
Remote Similarity	0.64	NPC475248
Remote Similarity	0.6398	NPC469560
Remote Similarity	0.6392	NPC313663
Remote Similarity	0.6387	NPC470648
Remote Similarity	0.6387	NPC471512
Remote Similarity	0.6386	NPC476757
Remote Similarity	0.6386	NPC2672
Remote Similarity	0.6384	NPC473880
Remote Similarity	0.6384	NPC477976
Remote Similarity	0.638	NPC475128
Remote Similarity	0.6379	NPC471124
Remote Similarity	0.6378	NPC206967
Remote Similarity	0.6375	NPC471123
Remote Similarity	0.6374	NPC153694
Remote Similarity	0.6374	NPC211525
Remote Similarity	0.6369	NPC476326
Remote Similarity	0.6364	NPC112903
Remote Similarity	0.6364	NPC116519
Remote Similarity	0.6364	NPC260194
Remote Similarity	0.6364	NPC476749

Drug Structure

NPD7295 OpenBabel08211711362D 35 39 0 0 1 0 0 0 0 0999 V2000 -0.8493 -0.5259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8267 0.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8267 -0.8484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7280 -1.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8866 -0.8484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8866 0.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5478 3.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8666 -0.8484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8666 0.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0945 1.9608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6985 2.9413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2458 1.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8481 1.4703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8481 0.4903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5243 -2.5934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2458 3.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6986 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3966 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3971 2.9414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3567 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0945 2.9414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3971 1.9607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6985 1.9607 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5478 0.4904 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8493 1.4704 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5478 1.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8493 0.4903 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 -6.3367 0.0004 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2523 -3.2489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9614 3.4419 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8484 -0.4898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0486 -4.2071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7801 -0.1871 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 30 1 0 0 0 0 3 30 1 0 0 0 0 4 14 1 0 0 0 0 4 16 1 0 0 0 0 5 8 1 0 0 0 0 5 19 2 0 0 0 0 6 9 2 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 20 1 0 0 0 0 8 21 2 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 12 23 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 15 29 1 0 0 0 0 16 31 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 18 28 1 0 0 0 0 20 23 1 0 0 0 0 21 30 1 0 0 0 0 22 32 2 0 0 0 0 23 27 2 0 0 0 0 24 11 1 1 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 25 19 1 6 0 0 0 25 27 1 0 0 0 0 26 28 1 6 0 0 0 28 29 1 6 0 0 0 29 14 1 6 0 0 0 29 33 1 0 0 0 0 31 34 1 0 0 0 0 33 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003727
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311505
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.29
ALogP	0.2901
MLogP	4.21
XLogP	4.293
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	60.77
RO5 Violation	0