NPASS drugs

Drug Information

Drug ID:	NPD5223
Drug Name:	Fluorometholone
Molecular Formula:	C22H29FO4
Canonical SMILES:	O=C1C=C[C@]2(C(=C1)[C@@H](C)C[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
Standard InCHI:	InChI=1S/C22H29FO4/c1-12-9-17-15-6-8-21(27,13(2)24)20(15,4)11-18(26)22(17,23)19(3)7-5-14(25)10-16(12)19/h5,7,10,12,15,17-18,26-27H,6,8-9,11H2,1-4H3/t12-,15-,17-,18-,19-,20-,21-,22-/m0/s1
Standard InCHIKey:	FAOZLTXFLGPHNG-KNAQIMQKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5223

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	144
0.1-0.2	841
0.2-0.3	3260
0.3-0.4	7291
0.4-0.5	8779
0.5-0.6	4535
0.6-0.7	4093
0.7-0.8	1709
0.8-0.85	203
0.85-0.9	28
0.9-0.95	6
0.95-1	1

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	0.9681	NPC144956
High Similarity	0.9468	NPC18509
High Similarity	0.93	NPC2766
High Similarity	0.9208	NPC235077
High Similarity	0.914	NPC168027
High Similarity	0.914	NPC185936
High Similarity	0.91	NPC44063
High Similarity	0.8817	NPC328539
High Similarity	0.88	NPC311612
High Similarity	0.8763	NPC192428
High Similarity	0.875	NPC111015
High Similarity	0.8738	NPC214644
High Similarity	0.8725	NPC185
High Similarity	0.8723	NPC326627
High Similarity	0.8723	NPC310010
High Similarity	0.87	NPC87351
High Similarity	0.8687	NPC15390
High Similarity	0.8602	NPC327115
High Similarity	0.8586	NPC114274
High Similarity	0.8571	NPC49371
High Similarity	0.8571	NPC249954
High Similarity	0.8557	NPC245972
High Similarity	0.8557	NPC196485
High Similarity	0.8542	NPC272746
High Similarity	0.8529	NPC235889
High Similarity	0.8529	NPC137657
High Similarity	0.8526	NPC477943
High Similarity	0.8526	NPC86319
High Similarity	0.8526	NPC76879
High Similarity	0.8526	NPC474245
High Similarity	0.8526	NPC275740
High Similarity	0.8515	NPC473424
High Similarity	0.8515	NPC477915
High Similarity	0.85	NPC474720
High Similarity	0.85	NPC154072
Intermediate Similarity	0.8491	NPC71348
Intermediate Similarity	0.8485	NPC190554
Intermediate Similarity	0.8469	NPC259286
Intermediate Similarity	0.8454	NPC474807
Intermediate Similarity	0.8454	NPC233118
Intermediate Similarity	0.8454	NPC475255
Intermediate Similarity	0.8447	NPC202167
Intermediate Similarity	0.8447	NPC171137
Intermediate Similarity	0.8447	NPC152695
Intermediate Similarity	0.8447	NPC296945
Intermediate Similarity	0.8447	NPC260268
Intermediate Similarity	0.8447	NPC257353
Intermediate Similarity	0.8447	NPC181265
Intermediate Similarity	0.8447	NPC302607
Intermediate Similarity	0.8447	NPC476027
Intermediate Similarity	0.8447	NPC319077
Intermediate Similarity	0.8447	NPC214264
Intermediate Similarity	0.8447	NPC97202
Intermediate Similarity	0.8447	NPC50692
Intermediate Similarity	0.8447	NPC150531
Intermediate Similarity	0.8447	NPC85829
Intermediate Similarity	0.8447	NPC48733
Intermediate Similarity	0.8447	NPC49958
Intermediate Similarity	0.8431	NPC191892
Intermediate Similarity	0.8431	NPC111323
Intermediate Similarity	0.8421	NPC143767
Intermediate Similarity	0.8421	NPC131470
Intermediate Similarity	0.8404	NPC20688
Intermediate Similarity	0.84	NPC147954
Intermediate Similarity	0.8387	NPC144258
Intermediate Similarity	0.8387	NPC161423
Intermediate Similarity	0.8387	NPC227064
Intermediate Similarity	0.8387	NPC58841
Intermediate Similarity	0.8387	NPC329043
Intermediate Similarity	0.8387	NPC237712
Intermediate Similarity	0.8387	NPC321187
Intermediate Similarity	0.8384	NPC305483
Intermediate Similarity	0.8384	NPC328162
Intermediate Similarity	0.8384	NPC96859
Intermediate Similarity	0.8384	NPC477853
Intermediate Similarity	0.8367	NPC8993
Intermediate Similarity	0.8365	NPC475060
Intermediate Similarity	0.8365	NPC83744
Intermediate Similarity	0.8365	NPC220229
Intermediate Similarity	0.8351	NPC99380
Intermediate Similarity	0.8351	NPC475806
Intermediate Similarity	0.835	NPC209502
Intermediate Similarity	0.835	NPC204833
Intermediate Similarity	0.8333	NPC119416
Intermediate Similarity	0.8333	NPC31985
Intermediate Similarity	0.8333	NPC1015
Intermediate Similarity	0.8316	NPC58063
Intermediate Similarity	0.8316	NPC475740
Intermediate Similarity	0.8304	NPC313528
Intermediate Similarity	0.8302	NPC197428
Intermediate Similarity	0.83	NPC108078
Intermediate Similarity	0.8298	NPC36350
Intermediate Similarity	0.8298	NPC470574
Intermediate Similarity	0.8286	NPC329417
Intermediate Similarity	0.8286	NPC217201
Intermediate Similarity	0.8283	NPC473170
Intermediate Similarity	0.8283	NPC472824
Intermediate Similarity	0.8283	NPC472485
Intermediate Similarity	0.8283	NPC280725
Intermediate Similarity	0.8283	NPC474602
Intermediate Similarity	0.8269	NPC149047
Intermediate Similarity	0.8265	NPC12722
Intermediate Similarity	0.8265	NPC69454
Intermediate Similarity	0.8265	NPC470375
Intermediate Similarity	0.8265	NPC470376
Intermediate Similarity	0.8257	NPC270958
Intermediate Similarity	0.8252	NPC117185
Intermediate Similarity	0.8252	NPC247957
Intermediate Similarity	0.8252	NPC249187
Intermediate Similarity	0.8247	NPC320026
Intermediate Similarity	0.8247	NPC126993
Intermediate Similarity	0.8247	NPC191684
Intermediate Similarity	0.8247	NPC129913
Intermediate Similarity	0.8247	NPC183283
Intermediate Similarity	0.8247	NPC85173
Intermediate Similarity	0.8247	NPC171441
Intermediate Similarity	0.8241	NPC73300
Intermediate Similarity	0.8241	NPC108721
Intermediate Similarity	0.8235	NPC163372
Intermediate Similarity	0.8235	NPC302537
Intermediate Similarity	0.8229	NPC471722
Intermediate Similarity	0.8229	NPC158778
Intermediate Similarity	0.8218	NPC477854
Intermediate Similarity	0.8211	NPC31564
Intermediate Similarity	0.8211	NPC145879
Intermediate Similarity	0.8211	NPC474732
Intermediate Similarity	0.8211	NPC72133
Intermediate Similarity	0.8211	NPC51014
Intermediate Similarity	0.8211	NPC474778
Intermediate Similarity	0.8211	NPC474733
Intermediate Similarity	0.8208	NPC11710
Intermediate Similarity	0.8208	NPC241927
Intermediate Similarity	0.8208	NPC258543
Intermediate Similarity	0.8191	NPC82902
Intermediate Similarity	0.8191	NPC85774
Intermediate Similarity	0.8191	NPC214043
Intermediate Similarity	0.819	NPC477916
Intermediate Similarity	0.819	NPC475294
Intermediate Similarity	0.819	NPC165873
Intermediate Similarity	0.819	NPC43285
Intermediate Similarity	0.819	NPC58370
Intermediate Similarity	0.8182	NPC471854
Intermediate Similarity	0.8182	NPC166906
Intermediate Similarity	0.8182	NPC471207
Intermediate Similarity	0.8182	NPC299100
Intermediate Similarity	0.8173	NPC29705
Intermediate Similarity	0.8172	NPC193347
Intermediate Similarity	0.8163	NPC63748
Intermediate Similarity	0.8163	NPC473998
Intermediate Similarity	0.8163	NPC472978
Intermediate Similarity	0.8155	NPC22388
Intermediate Similarity	0.8155	NPC308726
Intermediate Similarity	0.8155	NPC119601
Intermediate Similarity	0.8148	NPC475524
Intermediate Similarity	0.8148	NPC100267
Intermediate Similarity	0.8144	NPC473999
Intermediate Similarity	0.8144	NPC472973
Intermediate Similarity	0.8144	NPC2983
Intermediate Similarity	0.8144	NPC32830
Intermediate Similarity	0.8144	NPC186688
Intermediate Similarity	0.8144	NPC309603
Intermediate Similarity	0.8137	NPC112167
Intermediate Similarity	0.8137	NPC83709
Intermediate Similarity	0.8137	NPC110149
Intermediate Similarity	0.8125	NPC317590
Intermediate Similarity	0.8125	NPC93778
Intermediate Similarity	0.8125	NPC141292
Intermediate Similarity	0.8119	NPC43747
Intermediate Similarity	0.8113	NPC177064
Intermediate Similarity	0.8113	NPC94529
Intermediate Similarity	0.8113	NPC65941
Intermediate Similarity	0.8108	NPC311554
Intermediate Similarity	0.8108	NPC118638
Intermediate Similarity	0.8108	NPC257457
Intermediate Similarity	0.8105	NPC469948
Intermediate Similarity	0.8105	NPC474218
Intermediate Similarity	0.8105	NPC197823
Intermediate Similarity	0.81	NPC180950
Intermediate Similarity	0.81	NPC271195
Intermediate Similarity	0.81	NPC470016
Intermediate Similarity	0.81	NPC317586
Intermediate Similarity	0.81	NPC472932
Intermediate Similarity	0.8095	NPC60681
Intermediate Similarity	0.8085	NPC64600
Intermediate Similarity	0.8081	NPC109414
Intermediate Similarity	0.8081	NPC472930
Intermediate Similarity	0.8081	NPC134826
Intermediate Similarity	0.8077	NPC470839
Intermediate Similarity	0.8073	NPC202889
Intermediate Similarity	0.8073	NPC194100
Intermediate Similarity	0.8065	NPC6434
Intermediate Similarity	0.8061	NPC48010
Intermediate Similarity	0.8058	NPC476240
Intermediate Similarity	0.8058	NPC476223
Intermediate Similarity	0.8058	NPC81530
Intermediate Similarity	0.8058	NPC224720
Intermediate Similarity	0.8056	NPC43775
Intermediate Similarity	0.8056	NPC214797
Intermediate Similarity	0.8056	NPC118860
Intermediate Similarity	0.8056	NPC207689

Drug Structure

NPD5223 OpenBabel08211706322D 29 32 0 0 1 0 0 0 0 0999 V2000 2.4526 -4.2787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8960 1.2340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2687 -0.9077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8170 0.5062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9021 -1.8850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8156 -1.4149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0854 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8158 -0.4720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 -2.8294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0860 -3.3005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6342 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4523 -3.3010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 0.9425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9024 -2.8285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8175 -1.4144 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2693 -2.8290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6348 -1.8859 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4515 -0.4710 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2690 -1.8855 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8173 -0.4715 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 2.4518 -1.4140 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1311 -0.4438 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.7009 1.5730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7458 -3.3150 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2680 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8164 0.4710 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2677 0.9436 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7127 0.1795 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 13 1 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 16 2 0 0 0 0 11 18 1 0 0 0 0 11 20 1 0 0 0 0 12 1 1 1 0 0 0 12 16 1 0 0 0 0 13 24 2 0 0 0 0 14 25 2 0 0 0 0 15 17 1 0 0 0 0 15 20 1 6 0 0 0 16 19 1 0 0 0 0 17 22 1 1 0 0 0 18 22 1 6 0 0 0 18 26 1 0 0 0 0 19 22 1 1 0 0 0 20 21 1 1 0 0 0 21 13 1 6 0 0 0 21 27 1 0 0 0 0 22 23 1 1 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001047
DrugBank	DB00324
ChEMBL	CHEMBL1200600
IUPHAR/BPS	7079
PharmaGKB	PA164781355
KEGG Drug	D01367
PubChem CID	9878
ChEBI	31625
CAS Number	426-13-1

Drug Properties

Molecular Weight	376.20
ALogP	-0.0788
MLogP	3.33
XLogP	1.953
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	74.6
RO5 Violation	0