NPASS drugs

Drug Information

Drug ID:	NPD4522
Drug Name:	Fluclorolone
Molecular Formula:	C21H25Cl2FO5
Canonical SMILES:	OCC(=O)[C@@]1(O)[C@H](O)C[C@@H]2[C@]1(C)C[C@H](Cl)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)Cl
Standard InCHI:	InChI=1S/C21H25Cl2FO5/c1-18-4-3-10(26)5-13(18)14(24)6-12-11-7-16(27)21(29,17(28)9-25)19(11,2)8-15(22)20(12,18)23/h3-5,11-12,14-16,25,27,29H,6-9H2,1-2H3/t11-,12-,14-,15-,16+,18-,19-,20-,21-/m0/s1
Standard InCHIKey:	VTWKPILBIUBMDS-OTJLYDAYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4522

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	174
0.1-0.2	1058
0.2-0.3	4252
0.3-0.4	9660
0.4-0.5	7545
0.5-0.6	5736
0.6-0.7	2346
0.7-0.8	118
0.8-0.85	1
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	0.8421	NPC235077
Intermediate Similarity	0.7845	NPC43285
Intermediate Similarity	0.7845	NPC58370
Intermediate Similarity	0.7748	NPC472824
Intermediate Similarity	0.7739	NPC117185
Intermediate Similarity	0.7712	NPC470257
Intermediate Similarity	0.7687	NPC473396
Intermediate Similarity	0.7632	NPC144956
Intermediate Similarity	0.7615	NPC326627
Intermediate Similarity	0.7615	NPC310010
Intermediate Similarity	0.754	NPC313528
Intermediate Similarity	0.7537	NPC473233
Intermediate Similarity	0.7478	NPC474720
Intermediate Similarity	0.7456	NPC18509
Intermediate Similarity	0.7442	NPC156797
Intermediate Similarity	0.7417	NPC2766
Intermediate Similarity	0.7411	NPC474807
Intermediate Similarity	0.7411	NPC233118
Intermediate Similarity	0.7368	NPC49371
Intermediate Similarity	0.7364	NPC470417
Intermediate Similarity	0.735	NPC87351
Intermediate Similarity	0.7345	NPC111015
Intermediate Similarity	0.7333	NPC472825
Intermediate Similarity	0.7311	NPC257353
Intermediate Similarity	0.7311	NPC166607
Intermediate Similarity	0.7304	NPC473161
Intermediate Similarity	0.7295	NPC207689
Intermediate Similarity	0.7288	NPC191892
Intermediate Similarity	0.7288	NPC311612
Intermediate Similarity	0.7281	NPC472485
Intermediate Similarity	0.7273	NPC214644
Intermediate Similarity	0.7273	NPC90652
Intermediate Similarity	0.725	NPC83744
Intermediate Similarity	0.725	NPC44063
Intermediate Similarity	0.7241	NPC147954
Intermediate Similarity	0.7232	NPC171441
Intermediate Similarity	0.7227	NPC160843
Intermediate Similarity	0.7193	NPC245972
Intermediate Similarity	0.7193	NPC196485
Intermediate Similarity	0.719	NPC329417
Intermediate Similarity	0.7182	NPC327115
Intermediate Similarity	0.7179	NPC154072
Intermediate Similarity	0.7177	NPC73300
Intermediate Similarity	0.7177	NPC108721
Intermediate Similarity	0.7176	NPC287903
Intermediate Similarity	0.7167	NPC48733
Intermediate Similarity	0.7167	NPC319077
Intermediate Similarity	0.7167	NPC476027
Intermediate Similarity	0.7167	NPC49958
Intermediate Similarity	0.7167	NPC202167
Intermediate Similarity	0.7167	NPC260268
Intermediate Similarity	0.7167	NPC171137
Intermediate Similarity	0.7167	NPC152695
Intermediate Similarity	0.7167	NPC302607
Intermediate Similarity	0.7167	NPC296945
Intermediate Similarity	0.7167	NPC150531
Intermediate Similarity	0.7167	NPC214264
Intermediate Similarity	0.7167	NPC50692
Intermediate Similarity	0.7167	NPC97202
Intermediate Similarity	0.7167	NPC85829
Intermediate Similarity	0.7156	NPC237712
Intermediate Similarity	0.7156	NPC329043
Intermediate Similarity	0.7156	NPC144258
Intermediate Similarity	0.7156	NPC58841
Intermediate Similarity	0.7156	NPC321187
Intermediate Similarity	0.7156	NPC161423
Intermediate Similarity	0.7156	NPC227064
Intermediate Similarity	0.7154	NPC473255
Intermediate Similarity	0.7143	NPC239273
Intermediate Similarity	0.7143	NPC249187
Intermediate Similarity	0.7143	NPC76879
Intermediate Similarity	0.7143	NPC111323
Intermediate Similarity	0.7143	NPC247957
Intermediate Similarity	0.7143	NPC477943
Intermediate Similarity	0.7132	NPC130447
Intermediate Similarity	0.7131	NPC258543
Intermediate Similarity	0.7131	NPC241927
Intermediate Similarity	0.7111	NPC296617
Intermediate Similarity	0.7111	NPC198361
Intermediate Similarity	0.7107	NPC477916
Intermediate Similarity	0.7107	NPC475060
Intermediate Similarity	0.7107	NPC165873
Intermediate Similarity	0.7107	NPC220229
Intermediate Similarity	0.7107	NPC185
Intermediate Similarity	0.7105	NPC474736
Intermediate Similarity	0.7083	NPC209502
Intermediate Similarity	0.7083	NPC204833
Intermediate Similarity	0.7083	NPC235889
Intermediate Similarity	0.708	NPC320026
Intermediate Similarity	0.7059	NPC22388
Intermediate Similarity	0.7054	NPC470921
Intermediate Similarity	0.7054	NPC328313
Intermediate Similarity	0.7049	NPC9013
Intermediate Similarity	0.7049	NPC65941
Intermediate Similarity	0.7049	NPC217201
Intermediate Similarity	0.7045	NPC473265
Intermediate Similarity	0.7043	NPC473172
Intermediate Similarity	0.7043	NPC174051
Intermediate Similarity	0.7043	NPC67831
Intermediate Similarity	0.704	NPC178981
Intermediate Similarity	0.704	NPC194100
Intermediate Similarity	0.7034	NPC15390
Intermediate Similarity	0.7034	NPC167974
Intermediate Similarity	0.7025	NPC470309
Intermediate Similarity	0.7025	NPC149047
Intermediate Similarity	0.7025	NPC181265
Intermediate Similarity	0.7018	NPC131872
Intermediate Similarity	0.7018	NPC168027
Intermediate Similarity	0.7018	NPC185936
Intermediate Similarity	0.7018	NPC19114
Intermediate Similarity	0.7016	NPC118860
Intermediate Similarity	0.7016	NPC231589
Intermediate Similarity	0.7016	NPC214797
Intermediate Similarity	0.7009	NPC108078
Intermediate Similarity	0.7008	NPC216335
Intermediate Similarity	0.7007	NPC245017
Intermediate Similarity	0.7	NPC214043
Intermediate Similarity	0.7	NPC85774
Intermediate Similarity	0.7	NPC82902
Remote Similarity	0.6992	NPC304495
Remote Similarity	0.6992	NPC11710
Remote Similarity	0.6991	NPC186688
Remote Similarity	0.6991	NPC32830
Remote Similarity	0.6991	NPC474245
Remote Similarity	0.6991	NPC31985
Remote Similarity	0.6991	NPC1015
Remote Similarity	0.6991	NPC2983
Remote Similarity	0.6983	NPC280725
Remote Similarity	0.6972	NPC193347
Remote Similarity	0.6964	NPC472484
Remote Similarity	0.6964	NPC472481
Remote Similarity	0.6964	NPC472482
Remote Similarity	0.6964	NPC93778
Remote Similarity	0.6964	NPC58063
Remote Similarity	0.6964	NPC317590
Remote Similarity	0.696	NPC191620
Remote Similarity	0.696	NPC207251
Remote Similarity	0.696	NPC170487
Remote Similarity	0.696	NPC71348
Remote Similarity	0.6949	NPC191565
Remote Similarity	0.6949	NPC114274
Remote Similarity	0.6947	NPC141196
Remote Similarity	0.6947	NPC1980
Remote Similarity	0.6947	NPC238005
Remote Similarity	0.6942	NPC72255
Remote Similarity	0.6942	NPC137657
Remote Similarity	0.6942	NPC255309
Remote Similarity	0.694	NPC470880
Remote Similarity	0.6937	NPC474218
Remote Similarity	0.6935	NPC6206
Remote Similarity	0.693	NPC129913
Remote Similarity	0.6929	NPC148458
Remote Similarity	0.6923	NPC473164
Remote Similarity	0.6923	NPC46570
Remote Similarity	0.6917	NPC477915
Remote Similarity	0.6917	NPC473928
Remote Similarity	0.6917	NPC470882
Remote Similarity	0.6917	NPC473424
Remote Similarity	0.6917	NPC473253
Remote Similarity	0.6905	NPC317210
Remote Similarity	0.6905	NPC477944
Remote Similarity	0.6903	NPC44181
Remote Similarity	0.6899	NPC319570
Remote Similarity	0.6899	NPC473203
Remote Similarity	0.6897	NPC8993
Remote Similarity	0.6897	NPC298919
Remote Similarity	0.6894	NPC8374
Remote Similarity	0.6891	NPC83709
Remote Similarity	0.6891	NPC110149
Remote Similarity	0.6885	NPC196528
Remote Similarity	0.6885	NPC96377
Remote Similarity	0.6881	NPC6434
Remote Similarity	0.688	NPC474229
Remote Similarity	0.6875	NPC471854
Remote Similarity	0.6875	NPC145879
Remote Similarity	0.6875	NPC474732
Remote Similarity	0.6875	NPC474778
Remote Similarity	0.6875	NPC218970
Remote Similarity	0.6875	NPC20688
Remote Similarity	0.6875	NPC51014
Remote Similarity	0.6875	NPC469994
Remote Similarity	0.6875	NPC94666
Remote Similarity	0.6875	NPC474733
Remote Similarity	0.6875	NPC31564
Remote Similarity	0.6875	NPC473168
Remote Similarity	0.687	NPC475806
Remote Similarity	0.687	NPC272746
Remote Similarity	0.687	NPC262870
Remote Similarity	0.687	NPC216866
Remote Similarity	0.687	NPC154101
Remote Similarity	0.687	NPC155304
Remote Similarity	0.687	NPC107493
Remote Similarity	0.6864	NPC57416
Remote Similarity	0.6864	NPC190554
Remote Similarity	0.6864	NPC107243
Remote Similarity	0.686	NPC474207
Remote Similarity	0.686	NPC131366
Remote Similarity	0.686	NPC474330
Remote Similarity	0.686	NPC239716
Remote Similarity	0.6855	NPC87335

Drug Structure

NPD4522 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 3.1949 -0.8872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7985 0.4948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7913 -1.8424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9931 -1.3816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9936 -3.2259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -2.7655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7971 -1.3829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5973 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7444 1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7916 -2.7646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7990 -1.3825 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5978 -1.8433 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1954 -2.7650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3969 -3.2263 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3961 -0.4604 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7974 -0.4613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0005 0.9212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1951 -1.8429 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7988 -0.4609 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3964 -1.3820 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 3.2236 0.0177 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.0383 -0.4334 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.3972 -4.1820 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.6476 2.3793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6194 -3.2421 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3936 0.4590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 1.2954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7979 0.4604 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3926 2.9212 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9346 -0.2866 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5431 -0.0813 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 18 1 0 0 0 0 5 10 1 0 0 0 0 5 13 2 0 0 0 0 6 12 1 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 16 1 0 0 0 0 8 15 1 0 0 0 0 8 19 1 0 0 0 0 9 17 1 0 0 0 0 9 25 1 0 0 0 0 10 26 2 0 0 0 0 11 12 1 0 0 0 0 11 19 1 6 0 0 0 12 20 1 1 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 24 1 1 0 0 0 15 20 1 6 0 0 0 15 22 1 0 0 0 0 16 21 1 1 0 0 0 16 27 1 0 0 0 0 17 28 2 0 0 0 0 18 20 1 1 0 0 0 19 21 1 1 0 0 0 20 23 1 1 0 0 0 21 17 1 6 0 0 0 21 29 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	446.11
ALogP	0.4412
MLogP	2.89
XLogP	2.046
HDA	5
HBD	3
Rotatable Bonds	10
TPSA	94.83
RO5 Violation	0