NPASS drugs

Drug Information

Drug ID:	NPD4202
Drug Name:	Fluoxymesterone
Molecular Formula:	C20H29FO3
Canonical SMILES:	O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1CC[C@]2(C)O)C)C
Standard InCHI:	InChI=1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1
Standard InCHIKey:	YLRFCQOZQXIBAB-RBZZARIASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4202

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	132
0.1-0.2	805
0.2-0.3	3356
0.3-0.4	8675
0.4-0.5	7619
0.5-0.6	4032
0.6-0.7	3953
0.7-0.8	2003
0.8-0.85	228
0.85-0.9	79
0.9-0.95	8
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	0.9222	NPC111015
High Similarity	0.913	NPC18509
High Similarity	0.9091	NPC328539
High Similarity	0.907	NPC227064
High Similarity	0.907	NPC329043
High Similarity	0.907	NPC161423
High Similarity	0.907	NPC58841
High Similarity	0.907	NPC321187
High Similarity	0.8977	NPC475740
High Similarity	0.8966	NPC470574
High Similarity	0.8936	NPC154072
High Similarity	0.8936	NPC144956
High Similarity	0.8901	NPC475255
High Similarity	0.8876	NPC471722
High Similarity	0.8864	NPC474732
High Similarity	0.8864	NPC31564
High Similarity	0.8864	NPC474733
High Similarity	0.8864	NPC72133
High Similarity	0.8864	NPC145879
High Similarity	0.8864	NPC474778
High Similarity	0.8851	NPC85774
High Similarity	0.8851	NPC82902
High Similarity	0.8851	NPC214043
High Similarity	0.8837	NPC193347
High Similarity	0.8791	NPC272746
High Similarity	0.8791	NPC168027
High Similarity	0.8791	NPC475806
High Similarity	0.8791	NPC185936
High Similarity	0.8778	NPC473999
High Similarity	0.8778	NPC31985
High Similarity	0.8778	NPC309603
High Similarity	0.8778	NPC310010
High Similarity	0.8778	NPC86319
High Similarity	0.8778	NPC76879
High Similarity	0.8778	NPC275740
High Similarity	0.8778	NPC119416
High Similarity	0.8778	NPC1015
High Similarity	0.8778	NPC477943
High Similarity	0.8778	NPC326627
High Similarity	0.8764	NPC58063
High Similarity	0.875	NPC474218
High Similarity	0.871	NPC472485
High Similarity	0.871	NPC271195
High Similarity	0.8696	NPC470375
High Similarity	0.8696	NPC470376
High Similarity	0.8681	NPC191684
High Similarity	0.8681	NPC85173
High Similarity	0.8681	NPC171441
High Similarity	0.8681	NPC48010
High Similarity	0.8681	NPC126993
High Similarity	0.8667	NPC193360
High Similarity	0.8667	NPC143767
High Similarity	0.8667	NPC328313
High Similarity	0.8667	NPC131470
High Similarity	0.8652	NPC469994
High Similarity	0.8652	NPC327115
High Similarity	0.8636	NPC473246
High Similarity	0.8636	NPC144258
High Similarity	0.8636	NPC221758
High Similarity	0.8636	NPC59453
High Similarity	0.8636	NPC237712
High Similarity	0.8621	NPC151519
High Similarity	0.8602	NPC245972
High Similarity	0.8602	NPC8993
High Similarity	0.8602	NPC196485
High Similarity	0.86	NPC2766
High Similarity	0.8587	NPC473998
High Similarity	0.8571	NPC2983
High Similarity	0.8571	NPC26959
High Similarity	0.8571	NPC474245
High Similarity	0.8571	NPC268406
High Similarity	0.8571	NPC186688
High Similarity	0.8571	NPC32830
High Similarity	0.8557	NPC477915
High Similarity	0.8557	NPC22388
High Similarity	0.8556	NPC474684
High Similarity	0.8556	NPC317590
High Similarity	0.8556	NPC472481
High Similarity	0.8556	NPC141292
High Similarity	0.8556	NPC142361
High Similarity	0.8556	NPC472484
High Similarity	0.8556	NPC472482
High Similarity	0.8539	NPC469948
High Similarity	0.8539	NPC197823
High Similarity	0.8526	NPC190554
High Similarity	0.8515	NPC235077
High Similarity	0.8511	NPC259286
Intermediate Similarity	0.8495	NPC69454
Intermediate Similarity	0.8495	NPC233118
Intermediate Similarity	0.8495	NPC12722
Intermediate Similarity	0.8485	NPC48733
Intermediate Similarity	0.8485	NPC50692
Intermediate Similarity	0.8485	NPC296945
Intermediate Similarity	0.8485	NPC260268
Intermediate Similarity	0.8485	NPC171137
Intermediate Similarity	0.8485	NPC152695
Intermediate Similarity	0.8485	NPC319077
Intermediate Similarity	0.8485	NPC302607
Intermediate Similarity	0.8485	NPC85829
Intermediate Similarity	0.8485	NPC476027
Intermediate Similarity	0.8485	NPC97202
Intermediate Similarity	0.8485	NPC49958
Intermediate Similarity	0.8485	NPC150531
Intermediate Similarity	0.8485	NPC214264
Intermediate Similarity	0.8485	NPC202167
Intermediate Similarity	0.8478	NPC183283
Intermediate Similarity	0.8478	NPC320026
Intermediate Similarity	0.8462	NPC471724
Intermediate Similarity	0.8462	NPC310752
Intermediate Similarity	0.8462	NPC474677
Intermediate Similarity	0.8462	NPC292491
Intermediate Similarity	0.8462	NPC470417
Intermediate Similarity	0.8444	NPC20688
Intermediate Similarity	0.8444	NPC222613
Intermediate Similarity	0.8444	NPC51014
Intermediate Similarity	0.8444	NPC94755
Intermediate Similarity	0.8444	NPC118648
Intermediate Similarity	0.8444	NPC475022
Intermediate Similarity	0.8427	NPC472265
Intermediate Similarity	0.8421	NPC192428
Intermediate Similarity	0.8421	NPC249954
Intermediate Similarity	0.84	NPC83744
Intermediate Similarity	0.84	NPC475060
Intermediate Similarity	0.84	NPC44063
Intermediate Similarity	0.84	NPC220229
Intermediate Similarity	0.8391	NPC472478
Intermediate Similarity	0.8387	NPC63748
Intermediate Similarity	0.8387	NPC131872
Intermediate Similarity	0.8387	NPC155304
Intermediate Similarity	0.8387	NPC233116
Intermediate Similarity	0.8387	NPC23434
Intermediate Similarity	0.8387	NPC154101
Intermediate Similarity	0.8384	NPC209502
Intermediate Similarity	0.8384	NPC204833
Intermediate Similarity	0.837	NPC474704
Intermediate Similarity	0.837	NPC472970
Intermediate Similarity	0.837	NPC475921
Intermediate Similarity	0.837	NPC472971
Intermediate Similarity	0.8367	NPC473424
Intermediate Similarity	0.8352	NPC159046
Intermediate Similarity	0.8352	NPC93778
Intermediate Similarity	0.8352	NPC233836
Intermediate Similarity	0.8352	NPC90652
Intermediate Similarity	0.8352	NPC136548
Intermediate Similarity	0.8352	NPC187376
Intermediate Similarity	0.8351	NPC15390
Intermediate Similarity	0.8333	NPC471224
Intermediate Similarity	0.8333	NPC108078
Intermediate Similarity	0.8317	NPC329417
Intermediate Similarity	0.8317	NPC217201
Intermediate Similarity	0.8316	NPC472824
Intermediate Similarity	0.8316	NPC45324
Intermediate Similarity	0.8316	NPC222845
Intermediate Similarity	0.8316	NPC473170
Intermediate Similarity	0.8316	NPC162001
Intermediate Similarity	0.8315	NPC64600
Intermediate Similarity	0.83	NPC257353
Intermediate Similarity	0.83	NPC149047
Intermediate Similarity	0.8298	NPC134826
Intermediate Similarity	0.8298	NPC109305
Intermediate Similarity	0.8298	NPC474807
Intermediate Similarity	0.8298	NPC250575
Intermediate Similarity	0.8295	NPC6434
Intermediate Similarity	0.8276	NPC1319
Intermediate Similarity	0.8261	NPC472483
Intermediate Similarity	0.8261	NPC53911
Intermediate Similarity	0.8261	NPC472802
Intermediate Similarity	0.8256	NPC197659
Intermediate Similarity	0.8247	NPC114274
Intermediate Similarity	0.8247	NPC103051
Intermediate Similarity	0.8247	NPC186810
Intermediate Similarity	0.8242	NPC472494
Intermediate Similarity	0.8242	NPC28252
Intermediate Similarity	0.8242	NPC472985
Intermediate Similarity	0.8242	NPC55309
Intermediate Similarity	0.8242	NPC472986
Intermediate Similarity	0.8242	NPC158393
Intermediate Similarity	0.8242	NPC473168
Intermediate Similarity	0.8242	NPC472491
Intermediate Similarity	0.8242	NPC155011
Intermediate Similarity	0.8235	NPC11710
Intermediate Similarity	0.8229	NPC477853
Intermediate Similarity	0.8229	NPC49371
Intermediate Similarity	0.8222	NPC472480
Intermediate Similarity	0.8222	NPC33913
Intermediate Similarity	0.8218	NPC477916
Intermediate Similarity	0.8211	NPC166906
Intermediate Similarity	0.8211	NPC299100
Intermediate Similarity	0.8202	NPC48362
Intermediate Similarity	0.8191	NPC212301
Intermediate Similarity	0.8191	NPC110657
Intermediate Similarity	0.8191	NPC86266
Intermediate Similarity	0.8191	NPC189520
Intermediate Similarity	0.8182	NPC476809
Intermediate Similarity	0.8182	NPC2482
Intermediate Similarity	0.8172	NPC472475
Intermediate Similarity	0.8172	NPC250592
Intermediate Similarity	0.8172	NPC54689
Intermediate Similarity	0.8172	NPC84271
Intermediate Similarity	0.8172	NPC102414

Drug Structure

NPD4202 OpenBabel08211704332D 26 29 0 0 1 0 0 0 0 0999 V2000 3.2483 -0.9020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8119 0.5031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4370 -3.2803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6248 -2.8117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8715 -1.8732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8105 -1.4060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0599 -1.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8107 -0.4690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0604 -3.2798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6240 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2488 -2.8113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8717 -2.8108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8124 -1.4056 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6246 -1.8741 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4362 -0.4681 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2486 -1.8737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8121 -0.4686 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 2.4364 -1.4051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1105 -0.4380 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.7134 -3.2963 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2475 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8113 0.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2472 0.9377 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7020 0.1784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 13 22 2 0 0 0 0 14 15 1 0 0 0 0 14 18 1 6 0 0 0 15 20 1 1 0 0 0 16 20 1 6 0 0 0 16 23 1 0 0 0 0 17 20 1 1 0 0 0 18 19 1 1 0 0 0 19 3 1 1 0 0 0 19 24 1 0 0 0 0 20 21 1 1 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000904
DrugBank	DB01185
ChEMBL	CHEMBL1445
IUPHAR/BPS	2861
PharmaGKB	PA164744518
KEGG Drug	D00327
PubChem CID	6446
ChEBI	5120
CAS Number	76-43-7

Drug Properties

Molecular Weight	336.21
ALogP	0.4729
MLogP	3.22
XLogP	1.998
HDA	3
HBD	2
Rotatable Bonds	6
TPSA	57.53
RO5 Violation	0