NPASS drugs

Drug Information

Drug ID:	NPD4693
Drug Name:	Ethisterone
Molecular Formula:	C21H28O2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
Standard InCHI:	"InChI=1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/m1/s1"
Standard InCHIKey:	CHNXZKVNWQUJIB-CEGNMAFCSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4693

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	76858
0.1-0.2	121987
0.2-0.3	12216
0.3-0.4	453
0.4-0.5	100
0.5-0.6	106
0.6-0.7	4
0.7-0.8	6
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7647	NPC144258
Intermediate Similarity	0.7647	NPC611417
Intermediate Similarity	0.75	NPC106675
Intermediate Similarity	0.7222	NPC310010
Intermediate Similarity	0.7222	NPC326627
Intermediate Similarity	0.7222	NPC600483
Remote Similarity	0.629	NPC555709
Remote Similarity	0.619	NPC583372
Remote Similarity	0.6102	NPC204237
Remote Similarity	0.6034	NPC573598
Remote Similarity	0.5932	NPC499755
Remote Similarity	0.5893	NPC214043
Remote Similarity	0.5893	NPC227064
Remote Similarity	0.5893	NPC85774
Remote Similarity	0.5893	NPC329043
Remote Similarity	0.5893	NPC58841
Remote Similarity	0.5893	NPC318475
Remote Similarity	0.5893	NPC161423
Remote Similarity	0.5893	NPC612051
Remote Similarity	0.5818	NPC67806
Remote Similarity	0.5818	NPC491765
Remote Similarity	0.5789	NPC327115
Remote Similarity	0.5789	NPC504456
Remote Similarity	0.5789	NPC522433
Remote Similarity	0.5789	NPC602593
Remote Similarity	0.5763	NPC573154
Remote Similarity	0.5741	NPC139397
Remote Similarity	0.5741	NPC13033
Remote Similarity	0.5741	NPC329007
Remote Similarity	0.5741	NPC509711
Remote Similarity	0.5741	NPC551622
Remote Similarity	0.5741	NPC605268
Remote Similarity	0.569	NPC122242
Remote Similarity	0.569	NPC237712
Remote Similarity	0.569	NPC605366
Remote Similarity	0.5636	NPC218423
Remote Similarity	0.5636	NPC599817
Remote Similarity	0.5636	NPC133072
Remote Similarity	0.5636	NPC321874
Remote Similarity	0.5636	NPC509815
Remote Similarity	0.5636	NPC527452
Remote Similarity	0.5636	NPC532471
Remote Similarity	0.5636	NPC601662
Remote Similarity	0.5574	NPC154482
Remote Similarity	0.5574	NPC233118
Remote Similarity	0.5574	NPC611991
Remote Similarity	0.5536	NPC2634
Remote Similarity	0.5536	NPC265782
Remote Similarity	0.5536	NPC319002
Remote Similarity	0.5536	NPC251929
Remote Similarity	0.5536	NPC602275
Remote Similarity	0.5536	NPC602360
Remote Similarity	0.5517	NPC162534
Remote Similarity	0.5517	NPC321246
Remote Similarity	0.5517	NPC115023
Remote Similarity	0.5517	NPC57059
Remote Similarity	0.5517	NPC526332
Remote Similarity	0.55	NPC299877
Remote Similarity	0.55	NPC560253
Remote Similarity	0.5484	NPC18509
Remote Similarity	0.5484	NPC131756
Remote Similarity	0.5484	NPC319582
Remote Similarity	0.5484	NPC599892
Remote Similarity	0.5484	NPC607205
Remote Similarity	0.5439	NPC12588
Remote Similarity	0.5439	NPC518609
Remote Similarity	0.5439	NPC560698
Remote Similarity	0.5424	NPC244335
Remote Similarity	0.5424	NPC190052
Remote Similarity	0.5424	NPC496900
Remote Similarity	0.5424	NPC500603
Remote Similarity	0.541	NPC551432
Remote Similarity	0.5362	NPC54342
Remote Similarity	0.5345	NPC282593
Remote Similarity	0.5345	NPC57089
Remote Similarity	0.5345	NPC505908
Remote Similarity	0.5345	NPC546200
Remote Similarity	0.5345	NPC590976
Remote Similarity	0.5333	NPC566459
Remote Similarity	0.5323	NPC211433
Remote Similarity	0.5323	NPC234158
Remote Similarity	0.5323	NPC204792
Remote Similarity	0.5323	NPC516706
Remote Similarity	0.5323	NPC558860
Remote Similarity	0.5323	NPC571213
Remote Similarity	0.5312	NPC211310
Remote Similarity	0.5303	NPC128074
Remote Similarity	0.5254	NPC189406
Remote Similarity	0.5254	NPC35734
Remote Similarity	0.5254	NPC159577
Remote Similarity	0.5254	NPC62928
Remote Similarity	0.5254	NPC602429
Remote Similarity	0.5254	NPC572740
Remote Similarity	0.5246	NPC588453
Remote Similarity	0.5238	NPC572999
Remote Similarity	0.5211	NPC40836
Remote Similarity	0.5172	NPC287624
Remote Similarity	0.5167	NPC149203
Remote Similarity	0.5167	NPC172864
Remote Similarity	0.5167	NPC134185
Remote Similarity	0.5167	NPC304212
Remote Similarity	0.5167	NPC150506
Remote Similarity	0.5167	NPC504908
Remote Similarity	0.5167	NPC507316
Remote Similarity	0.5167	NPC571406
Remote Similarity	0.5167	NPC609519
Remote Similarity	0.5156	NPC506459
Remote Similarity	0.5147	NPC538960
Remote Similarity	0.5147	NPC553993
Remote Similarity	0.5147	NPC596398
Remote Similarity	0.5085	NPC35842
Remote Similarity	0.5085	NPC583960
Remote Similarity	0.5082	NPC155481
Remote Similarity	0.5082	NPC122470
Remote Similarity	0.5082	NPC249312
Remote Similarity	0.5082	NPC323765

Drug Structure

NPD4693 OpenBabel08211705262D 24 27 0 0 1 0 0 0 0 0999 V2000 -0.7208 1.6176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3614 -0.9335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8401 0.5206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5218 -3.3945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6814 -2.9097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0411 -1.9385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5210 -0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8387 -1.4550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2013 -1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6806 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 -0.4854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2018 -3.3941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3620 -2.9092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0414 -2.9087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 -1.9394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5213 -1.4541 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8407 -1.4545 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3617 -1.9389 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8404 -0.4849 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 5.9097 -3.4097 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8395 0.4844 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7613 0.1846 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 3 20 1 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 19 1 0 0 0 0 15 22 2 0 0 0 0 16 6 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 6 0 0 0 18 20 1 6 0 0 0 19 2 1 6 0 0 0 20 21 1 1 0 0 0 21 4 1 1 0 0 0 21 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.21
ALogP	1.3355
MLogP	3.55
XLogP	3.656
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	37.3
RO5 Violation	0