NPASS drugs

Drug Information

Drug ID:	NPD6404
Drug Name:	epristeride
Molecular Formula:	C25H37NO3
Canonical SMILES:	OC(=O)C1=CC2=CC[C@@H]3[C@@H]([C@]2(CC1)C)CC[C@]1([C@H]3CC[C@@H]1C(=NC(C)(C)C)O)C
Standard InCHI:	InChI=1S/C25H37NO3/c1-23(2,3)26-21(27)20-9-8-18-17-7-6-16-14-15(22(28)29)10-12-24(16,4)19(17)11-13-25(18,20)5/h6,14,17-20H,7-13H2,1-5H3,(H,26,27)(H,28,29)/t17-,18-,19-,20+,24-,25-/m0/s1
Standard InCHIKey:	VAPSMQAHNAZRKC-PQWRYPMOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6404

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	64
0.1-0.2	543
0.2-0.3	1923
0.3-0.4	12078
0.4-0.5	8122
0.5-0.6	5644
0.6-0.7	2170
0.7-0.8	341
0.8-0.85	5
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	0.828	NPC164577
Intermediate Similarity	0.8247	NPC204341
Intermediate Similarity	0.8172	NPC97913
Intermediate Similarity	0.8085	NPC472865
Intermediate Similarity	0.8085	NPC87552
Intermediate Similarity	0.7979	NPC83569
Intermediate Similarity	0.7979	NPC69279
Intermediate Similarity	0.7941	NPC235464
Intermediate Similarity	0.7941	NPC166745
Intermediate Similarity	0.7917	NPC186975
Intermediate Similarity	0.79	NPC477290
Intermediate Similarity	0.7895	NPC19849
Intermediate Similarity	0.7895	NPC472864
Intermediate Similarity	0.7872	NPC3511
Intermediate Similarity	0.7872	NPC142253
Intermediate Similarity	0.7857	NPC262043
Intermediate Similarity	0.7835	NPC236618
Intermediate Similarity	0.7835	NPC136948
Intermediate Similarity	0.7822	NPC171395
Intermediate Similarity	0.7812	NPC29447
Intermediate Similarity	0.7789	NPC310470
Intermediate Similarity	0.7788	NPC99411
Intermediate Similarity	0.7766	NPC38350
Intermediate Similarity	0.7766	NPC477372
Intermediate Similarity	0.7766	NPC201912
Intermediate Similarity	0.7755	NPC72397
Intermediate Similarity	0.7755	NPC117122
Intermediate Similarity	0.7745	NPC472941
Intermediate Similarity	0.7745	NPC456
Intermediate Similarity	0.7742	NPC196827
Intermediate Similarity	0.7742	NPC274996
Intermediate Similarity	0.7732	NPC472869
Intermediate Similarity	0.7723	NPC469406
Intermediate Similarity	0.7708	NPC248758
Intermediate Similarity	0.77	NPC474018
Intermediate Similarity	0.77	NPC473986
Intermediate Similarity	0.77	NPC212948
Intermediate Similarity	0.7684	NPC472239
Intermediate Similarity	0.7684	NPC260956
Intermediate Similarity	0.7684	NPC320514
Intermediate Similarity	0.7677	NPC66344
Intermediate Similarity	0.7629	NPC8571
Intermediate Similarity	0.7624	NPC214697
Intermediate Similarity	0.7609	NPC309399
Intermediate Similarity	0.7604	NPC49019
Intermediate Similarity	0.7604	NPC470015
Intermediate Similarity	0.7604	NPC168188
Intermediate Similarity	0.76	NPC477288
Intermediate Similarity	0.76	NPC474964
Intermediate Similarity	0.7596	NPC197386
Intermediate Similarity	0.7596	NPC471717
Intermediate Similarity	0.7579	NPC147066
Intermediate Similarity	0.7576	NPC472870
Intermediate Similarity	0.7553	NPC477371
Intermediate Similarity	0.7545	NPC328052
Intermediate Similarity	0.7526	NPC165064
Intermediate Similarity	0.7525	NPC470113
Intermediate Similarity	0.7525	NPC476064
Intermediate Similarity	0.7524	NPC287833
Intermediate Similarity	0.75	NPC102414
Intermediate Similarity	0.75	NPC214387
Intermediate Similarity	0.75	NPC310236
Intermediate Similarity	0.75	NPC476253
Intermediate Similarity	0.75	NPC84271
Intermediate Similarity	0.75	NPC296367
Intermediate Similarity	0.75	NPC476795
Intermediate Similarity	0.75	NPC77168
Intermediate Similarity	0.75	NPC472867
Intermediate Similarity	0.7476	NPC469995
Intermediate Similarity	0.7476	NPC318282
Intermediate Similarity	0.7476	NPC476174
Intermediate Similarity	0.7476	NPC173875
Intermediate Similarity	0.7476	NPC174948
Intermediate Similarity	0.7475	NPC476293
Intermediate Similarity	0.7456	NPC470275
Intermediate Similarity	0.7453	NPC472924
Intermediate Similarity	0.7449	NPC269638
Intermediate Similarity	0.7449	NPC94531
Intermediate Similarity	0.7449	NPC474083
Intermediate Similarity	0.7449	NPC123319
Intermediate Similarity	0.7449	NPC311702
Intermediate Similarity	0.7447	NPC198240
Intermediate Similarity	0.7447	NPC169095
Intermediate Similarity	0.7429	NPC48647
Intermediate Similarity	0.7426	NPC477147
Intermediate Similarity	0.7426	NPC472866
Intermediate Similarity	0.7426	NPC69622
Intermediate Similarity	0.7426	NPC477149
Intermediate Similarity	0.7423	NPC3856
Intermediate Similarity	0.7423	NPC279639
Intermediate Similarity	0.7407	NPC119329
Intermediate Similarity	0.7404	NPC247220
Intermediate Similarity	0.7404	NPC250757
Intermediate Similarity	0.7404	NPC301534
Intermediate Similarity	0.7404	NPC155676
Intermediate Similarity	0.7404	NPC328371
Intermediate Similarity	0.7404	NPC29152
Intermediate Similarity	0.74	NPC193843
Intermediate Similarity	0.74	NPC249889
Intermediate Similarity	0.7396	NPC278459
Intermediate Similarity	0.7391	NPC213223
Intermediate Similarity	0.7391	NPC301065
Intermediate Similarity	0.7383	NPC152718
Intermediate Similarity	0.7383	NPC293753
Intermediate Similarity	0.7368	NPC158846
Intermediate Similarity	0.7358	NPC51370
Intermediate Similarity	0.7353	NPC476187
Intermediate Similarity	0.7347	NPC476038
Intermediate Similarity	0.7347	NPC178025
Intermediate Similarity	0.7347	NPC194937
Intermediate Similarity	0.7347	NPC16287
Intermediate Similarity	0.7347	NPC473246
Intermediate Similarity	0.7347	NPC181743
Intermediate Similarity	0.734	NPC61952
Intermediate Similarity	0.734	NPC97377
Intermediate Similarity	0.7333	NPC320306
Intermediate Similarity	0.7333	NPC141401
Intermediate Similarity	0.7333	NPC156546
Intermediate Similarity	0.7327	NPC146554
Intermediate Similarity	0.7327	NPC262858
Intermediate Similarity	0.7327	NPC473999
Intermediate Similarity	0.7327	NPC472240
Intermediate Similarity	0.7327	NPC309603
Intermediate Similarity	0.732	NPC469806
Intermediate Similarity	0.732	NPC133391
Intermediate Similarity	0.732	NPC469804
Intermediate Similarity	0.732	NPC469799
Intermediate Similarity	0.732	NPC469805
Intermediate Similarity	0.7308	NPC293052
Intermediate Similarity	0.73	NPC476409
Intermediate Similarity	0.73	NPC287079
Intermediate Similarity	0.73	NPC233836
Intermediate Similarity	0.73	NPC136548
Intermediate Similarity	0.73	NPC128644
Intermediate Similarity	0.73	NPC187376
Intermediate Similarity	0.73	NPC159046
Intermediate Similarity	0.729	NPC146822
Intermediate Similarity	0.7283	NPC35656
Intermediate Similarity	0.7282	NPC472942
Intermediate Similarity	0.7282	NPC472871
Intermediate Similarity	0.7282	NPC152897
Intermediate Similarity	0.7282	NPC69454
Intermediate Similarity	0.7282	NPC250575
Intermediate Similarity	0.7282	NPC472930
Intermediate Similarity	0.7282	NPC474736
Intermediate Similarity	0.7282	NPC66429
Intermediate Similarity	0.7273	NPC60350
Intermediate Similarity	0.7273	NPC474537
Intermediate Similarity	0.7273	NPC471224
Intermediate Similarity	0.7273	NPC11711
Intermediate Similarity	0.7273	NPC283733
Intermediate Similarity	0.7273	NPC471586
Intermediate Similarity	0.7273	NPC473038
Intermediate Similarity	0.7264	NPC186810
Intermediate Similarity	0.7264	NPC103051
Intermediate Similarity	0.7263	NPC189485
Intermediate Similarity	0.7263	NPC179028
Intermediate Similarity	0.7263	NPC74410
Intermediate Similarity	0.7255	NPC469400
Intermediate Similarity	0.7255	NPC48010
Intermediate Similarity	0.7248	NPC472868
Intermediate Similarity	0.7248	NPC469958
Intermediate Similarity	0.7245	NPC215893
Intermediate Similarity	0.7245	NPC167103
Intermediate Similarity	0.7245	NPC102197
Intermediate Similarity	0.7245	NPC472740
Intermediate Similarity	0.7245	NPC477373
Intermediate Similarity	0.7238	NPC190713
Intermediate Similarity	0.7234	NPC899
Intermediate Similarity	0.7228	NPC24816
Intermediate Similarity	0.7228	NPC48107
Intermediate Similarity	0.7222	NPC226509
Intermediate Similarity	0.7222	NPC204450
Intermediate Similarity	0.7222	NPC469598
Intermediate Similarity	0.7222	NPC234892
Intermediate Similarity	0.7222	NPC195290
Intermediate Similarity	0.7216	NPC471898
Intermediate Similarity	0.7216	NPC4166
Intermediate Similarity	0.7216	NPC142244
Intermediate Similarity	0.7212	NPC184870
Intermediate Similarity	0.7207	NPC220155
Intermediate Similarity	0.72	NPC28252
Intermediate Similarity	0.72	NPC55309
Intermediate Similarity	0.72	NPC6247
Intermediate Similarity	0.72	NPC155011
Intermediate Similarity	0.7196	NPC476274
Intermediate Similarity	0.7196	NPC327431
Intermediate Similarity	0.7196	NPC241221
Intermediate Similarity	0.7184	NPC475806
Intermediate Similarity	0.7184	NPC473998
Intermediate Similarity	0.7184	NPC233116
Intermediate Similarity	0.7184	NPC45269
Intermediate Similarity	0.7184	NPC63748
Intermediate Similarity	0.7174	NPC160817
Intermediate Similarity	0.7172	NPC477289
Intermediate Similarity	0.7172	NPC209882
Intermediate Similarity	0.7172	NPC85774
Intermediate Similarity	0.7172	NPC214043
Intermediate Similarity	0.717	NPC253826
Intermediate Similarity	0.717	NPC202705

Drug Structure

NPD6404 OpenBabel08211709092D 31 34 0 0 1 0 0 0 0 0999 V2000 -0.0181 3.6503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6711 2.9245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2124 3.0240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5394 -0.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6937 -2.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8471 -2.4425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6914 -0.9772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6917 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2313 -1.4642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6928 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3854 -0.9758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3859 -2.9304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2316 -2.4415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5400 -2.4420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 -1.4652 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9767 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6931 -0.9762 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8466 0.4884 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8470 1.4647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0778 -2.9296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2840 2.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5397 -1.4647 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0814 1.7668 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5728 2.1177 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0782 -3.9064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9236 -2.4408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3702 3.0728 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7697 -2.9288 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 6 7 1 0 0 0 0 6 16 2 0 0 0 0 8 9 1 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 7 1 1 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 25 1 6 0 0 0 19 24 1 6 0 0 0 20 21 1 0 0 0 0 20 25 1 6 0 0 0 21 26 2 3 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 26 1 0 0 0 0 24 4 1 6 0 0 0 25 5 1 6 0 0 0 27 30 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010205
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.28
ALogP	2.298
MLogP	3.77
XLogP	6.413
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	69.89
RO5 Violation	1