NPASS drugs

Drug Information

Drug ID:	NPD5161
Drug Name:	Danazol
Molecular Formula:	C22H27NO2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=Cc3c(C[C@]12C)cno3
Standard InCHI:	InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1
Standard InCHIKey:	POZRVZJJTULAOH-LHZXLZLDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5161

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	204
0.1-0.2	1047
0.2-0.3	2678
0.3-0.4	11780
0.4-0.5	14144
0.5-0.6	1029
0.6-0.7	8
0.7-0.8	0
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
Remote Similarity	0.6271	NPC264400
Remote Similarity	0.615	NPC477041
Remote Similarity	0.615	NPC477044
Remote Similarity	0.6127	NPC477043
Remote Similarity	0.6061	NPC56170
Remote Similarity	0.6042	NPC471997
Remote Similarity	0.604	NPC477045
Remote Similarity	0.6012	NPC153007
Remote Similarity	0.5989	NPC114808
Remote Similarity	0.5959	NPC477042
Remote Similarity	0.5902	NPC155792
Remote Similarity	0.5871	NPC103230
Remote Similarity	0.5864	NPC14116
Remote Similarity	0.5864	NPC285411
Remote Similarity	0.5854	NPC470279
Remote Similarity	0.5851	NPC71205
Remote Similarity	0.5849	NPC280473
Remote Similarity	0.5849	NPC323551
Remote Similarity	0.5837	NPC134384
Remote Similarity	0.5837	NPC311196
Remote Similarity	0.5822	NPC51008
Remote Similarity	0.5822	NPC41724
Remote Similarity	0.5795	NPC271792
Remote Similarity	0.578	NPC253314
Remote Similarity	0.5778	NPC470579
Remote Similarity	0.5775	NPC476467
Remote Similarity	0.5767	NPC42678
Remote Similarity	0.5767	NPC477909
Remote Similarity	0.5767	NPC470002
Remote Similarity	0.5767	NPC470001
Remote Similarity	0.5767	NPC477907
Remote Similarity	0.5748	NPC207866
Remote Similarity	0.5744	NPC164340
Remote Similarity	0.5741	NPC471016
Remote Similarity	0.5735	NPC11445
Remote Similarity	0.5735	NPC63041
Remote Similarity	0.5733	NPC238278
Remote Similarity	0.5721	NPC3715
Remote Similarity	0.5714	NPC62367
Remote Similarity	0.5708	NPC477912
Remote Similarity	0.5708	NPC472550
Remote Similarity	0.5708	NPC48042
Remote Similarity	0.5708	NPC304179
Remote Similarity	0.5701	NPC110182
Remote Similarity	0.5701	NPC233727
Remote Similarity	0.5698	NPC316746
Remote Similarity	0.5694	NPC193361
Remote Similarity	0.5694	NPC470306
Remote Similarity	0.5694	NPC62844
Remote Similarity	0.5689	NPC213143
Remote Similarity	0.5688	NPC301368
Remote Similarity	0.5688	NPC84815
Remote Similarity	0.5688	NPC216428
Remote Similarity	0.5686	NPC157828
Remote Similarity	0.5686	NPC195239
Remote Similarity	0.5676	NPC148860
Remote Similarity	0.5673	NPC116057
Remote Similarity	0.5672	NPC44354
Remote Similarity	0.567	NPC139763
Remote Similarity	0.5668	NPC471014
Remote Similarity	0.5668	NPC475408
Remote Similarity	0.5665	NPC47190
Remote Similarity	0.5648	NPC228331
Remote Similarity	0.5631	NPC477902
Remote Similarity	0.5628	NPC472553
Remote Similarity	0.5622	NPC477910
Remote Similarity	0.5619	NPC98715
Remote Similarity	0.5613	NPC475835
Remote Similarity	0.5611	NPC127026
Remote Similarity	0.5611	NPC127720
Remote Similarity	0.5602	NPC165837

Drug Structure

NPD5161 OpenBabel08211706322D 26 30 0 0 1 0 0 0 0 0999 V2000 -6.7148 4.8474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6144 2.2790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1469 3.7396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9911 4.1961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4577 -0.1871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3019 0.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4586 2.7360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8333 1.7611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3028 3.2231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8336 2.7350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7703 -0.1866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7708 1.7625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 1.5769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9272 1.2755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6139 0.3004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3022 1.2745 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4583 1.7620 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1464 1.7615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9270 0.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6141 1.2750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1467 2.7355 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9908 3.2226 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5726 0.7886 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8341 3.7091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7600 3.4080 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 3 21 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 23 2 0 0 0 0 14 19 2 0 0 0 0 15 20 1 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 20 1 6 0 0 0 18 21 1 6 0 0 0 19 25 1 0 0 0 0 20 2 1 6 0 0 0 21 22 1 1 0 0 0 22 4 1 1 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001017
DrugBank	DB01406
ChEMBL	CHEMBL1479
IUPHAR/BPS	6942
PharmaGKB	PA164749056
KEGG Drug	D00289
PubChem CID	28417
ChEBI	4315
CAS Number	17230-88-5

Drug Properties

Molecular Weight	337.20
ALogP	1.9109
MLogP	3.55
XLogP	4.472
HDA	1
HBD	1
Rotatable Bonds	3
TPSA	46.26
RO5 Violation	0