NPASS drugs

Drug Information

Drug ID:	NPD4632
Drug Name:	Loteprednol
Molecular Formula:	C21H27ClO5
Canonical SMILES:	ClCOC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
Standard InCHI:	InChI=1S/C21H27ClO5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,18(25)27-11-22)20(15,2)10-16(24)17(14)19/h5,7,9,14-17,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,17+,19-,20-,21-/m0/s1
Standard InCHIKey:	YPZVAYHNBBHPTO-MXRBDKCISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4632

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	167
0.1-0.2	875
0.2-0.3	2949
0.3-0.4	5506
0.4-0.5	9816
0.5-0.6	4595
0.6-0.7	4389
0.7-0.8	2394
0.8-0.85	184
0.85-0.9	15
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
High Similarity	0.8909	NPC194100
High Similarity	0.8879	NPC44063
High Similarity	0.8716	NPC2766
High Similarity	0.8667	NPC144956
High Similarity	0.8649	NPC71348
High Similarity	0.8636	NPC197428
High Similarity	0.8636	NPC235077
High Similarity	0.8584	NPC270958
High Similarity	0.8571	NPC114274
High Similarity	0.8571	NPC250109
High Similarity	0.8571	NPC962
High Similarity	0.8532	NPC144854
High Similarity	0.8532	NPC3316
High Similarity	0.8519	NPC29705
High Similarity	0.8505	NPC22388
Intermediate Similarity	0.8482	NPC280782
Intermediate Similarity	0.8482	NPC234042
Intermediate Similarity	0.8482	NPC152117
Intermediate Similarity	0.8476	NPC18509
Intermediate Similarity	0.8475	NPC473255
Intermediate Similarity	0.8455	NPC154608
Intermediate Similarity	0.8455	NPC94529
Intermediate Similarity	0.8455	NPC192813
Intermediate Similarity	0.8455	NPC277017
Intermediate Similarity	0.8448	NPC109973
Intermediate Similarity	0.844	NPC96377
Intermediate Similarity	0.8435	NPC118638
Intermediate Similarity	0.8421	NPC190286
Intermediate Similarity	0.8421	NPC266728
Intermediate Similarity	0.8421	NPC49492
Intermediate Similarity	0.8407	NPC202889
Intermediate Similarity	0.8396	NPC477854
Intermediate Similarity	0.8393	NPC118860
Intermediate Similarity	0.8393	NPC231589
Intermediate Similarity	0.8393	NPC214797
Intermediate Similarity	0.8381	NPC477853
Intermediate Similarity	0.8378	NPC241927
Intermediate Similarity	0.8378	NPC258543
Intermediate Similarity	0.8362	NPC473203
Intermediate Similarity	0.8362	NPC475041
Intermediate Similarity	0.8349	NPC255309
Intermediate Similarity	0.8349	NPC235889
Intermediate Similarity	0.8348	NPC471854
Intermediate Similarity	0.8333	NPC473253
Intermediate Similarity	0.8333	NPC473265
Intermediate Similarity	0.8333	NPC470882
Intermediate Similarity	0.8333	NPC471398
Intermediate Similarity	0.8319	NPC474516
Intermediate Similarity	0.8319	NPC170487
Intermediate Similarity	0.8305	NPC313528
Intermediate Similarity	0.8305	NPC222688
Intermediate Similarity	0.8304	NPC5284
Intermediate Similarity	0.8302	NPC108078
Intermediate Similarity	0.8291	NPC79579
Intermediate Similarity	0.8288	NPC293850
Intermediate Similarity	0.8288	NPC472825
Intermediate Similarity	0.8276	NPC311554
Intermediate Similarity	0.8276	NPC257457
Intermediate Similarity	0.8276	NPC153440
Intermediate Similarity	0.8273	NPC152695
Intermediate Similarity	0.8273	NPC48733
Intermediate Similarity	0.8273	NPC196528
Intermediate Similarity	0.8273	NPC319077
Intermediate Similarity	0.8273	NPC150531
Intermediate Similarity	0.8273	NPC102352
Intermediate Similarity	0.8273	NPC97202
Intermediate Similarity	0.8273	NPC202167
Intermediate Similarity	0.8273	NPC476027
Intermediate Similarity	0.8273	NPC214264
Intermediate Similarity	0.8273	NPC49958
Intermediate Similarity	0.8273	NPC302607
Intermediate Similarity	0.8273	NPC50692
Intermediate Similarity	0.8273	NPC181265
Intermediate Similarity	0.8273	NPC231530
Intermediate Similarity	0.8273	NPC296945
Intermediate Similarity	0.8273	NPC260268
Intermediate Similarity	0.8273	NPC85829
Intermediate Similarity	0.8273	NPC171137
Intermediate Similarity	0.8273	NPC278628
Intermediate Similarity	0.8257	NPC140723
Intermediate Similarity	0.8257	NPC191892
Intermediate Similarity	0.8246	NPC49451
Intermediate Similarity	0.8246	NPC255017
Intermediate Similarity	0.8246	NPC317210
Intermediate Similarity	0.8235	NPC473979
Intermediate Similarity	0.823	NPC201992
Intermediate Similarity	0.822	NPC470921
Intermediate Similarity	0.822	NPC46570
Intermediate Similarity	0.8214	NPC304495
Intermediate Similarity	0.8214	NPC41405
Intermediate Similarity	0.8214	NPC470257
Intermediate Similarity	0.8214	NPC214644
Intermediate Similarity	0.8211	NPC471855
Intermediate Similarity	0.8205	NPC5292
Intermediate Similarity	0.8198	NPC475060
Intermediate Similarity	0.8198	NPC220229
Intermediate Similarity	0.8198	NPC83744
Intermediate Similarity	0.8197	NPC470880
Intermediate Similarity	0.819	NPC111015
Intermediate Similarity	0.8182	NPC471293
Intermediate Similarity	0.8182	NPC209502
Intermediate Similarity	0.8182	NPC204833
Intermediate Similarity	0.8174	NPC326542
Intermediate Similarity	0.8174	NPC178289
Intermediate Similarity	0.8174	NPC243354
Intermediate Similarity	0.8173	NPC168027
Intermediate Similarity	0.8173	NPC185936
Intermediate Similarity	0.8165	NPC473928
Intermediate Similarity	0.8158	NPC11252
Intermediate Similarity	0.8158	NPC289312
Intermediate Similarity	0.8158	NPC207251
Intermediate Similarity	0.8151	NPC107493
Intermediate Similarity	0.8151	NPC269642
Intermediate Similarity	0.8148	NPC472972
Intermediate Similarity	0.8148	NPC167974
Intermediate Similarity	0.8148	NPC218383
Intermediate Similarity	0.8148	NPC15390
Intermediate Similarity	0.8142	NPC210005
Intermediate Similarity	0.8142	NPC6206
Intermediate Similarity	0.8142	NPC76084
Intermediate Similarity	0.8136	NPC474585
Intermediate Similarity	0.8125	NPC329417
Intermediate Similarity	0.8125	NPC217201
Intermediate Similarity	0.8115	NPC473888
Intermediate Similarity	0.8113	NPC472824
Intermediate Similarity	0.8108	NPC323834
Intermediate Similarity	0.8108	NPC149047
Intermediate Similarity	0.8108	NPC181357
Intermediate Similarity	0.8103	NPC298278
Intermediate Similarity	0.8103	NPC152199
Intermediate Similarity	0.8103	NPC148458
Intermediate Similarity	0.8103	NPC96312
Intermediate Similarity	0.8103	NPC176840
Intermediate Similarity	0.8103	NPC40632
Intermediate Similarity	0.8103	NPC134869
Intermediate Similarity	0.8103	NPC328374
Intermediate Similarity	0.8103	NPC235539
Intermediate Similarity	0.8103	NPC207217
Intermediate Similarity	0.8103	NPC251236
Intermediate Similarity	0.8091	NPC159442
Intermediate Similarity	0.8091	NPC117185
Intermediate Similarity	0.8091	NPC264048
Intermediate Similarity	0.8087	NPC52634
Intermediate Similarity	0.8087	NPC73300
Intermediate Similarity	0.8087	NPC51978
Intermediate Similarity	0.8087	NPC7921
Intermediate Similarity	0.8087	NPC208998
Intermediate Similarity	0.8087	NPC178981
Intermediate Similarity	0.8087	NPC108721
Intermediate Similarity	0.8083	NPC469789
Intermediate Similarity	0.807	NPC146945
Intermediate Similarity	0.807	NPC171888
Intermediate Similarity	0.8053	NPC11710
Intermediate Similarity	0.8053	NPC10064
Intermediate Similarity	0.8053	NPC141350
Intermediate Similarity	0.8053	NPC170221
Intermediate Similarity	0.8053	NPC27814
Intermediate Similarity	0.8051	NPC305260
Intermediate Similarity	0.8051	NPC469488
Intermediate Similarity	0.8051	NPC270850
Intermediate Similarity	0.8051	NPC61520
Intermediate Similarity	0.8049	NPC471407
Intermediate Similarity	0.8049	NPC231529
Intermediate Similarity	0.8037	NPC305483
Intermediate Similarity	0.8037	NPC173272
Intermediate Similarity	0.8037	NPC96859
Intermediate Similarity	0.8037	NPC328162
Intermediate Similarity	0.8037	NPC49371
Intermediate Similarity	0.8036	NPC58370
Intermediate Similarity	0.8036	NPC475294
Intermediate Similarity	0.8036	NPC477916
Intermediate Similarity	0.8036	NPC43285
Intermediate Similarity	0.8036	NPC165873
Intermediate Similarity	0.8036	NPC472925
Intermediate Similarity	0.8036	NPC59530
Intermediate Similarity	0.8034	NPC287343
Intermediate Similarity	0.8034	NPC122033
Intermediate Similarity	0.8034	NPC239273
Intermediate Similarity	0.8034	NPC218970
Intermediate Similarity	0.8034	NPC470854
Intermediate Similarity	0.8034	NPC474654
Intermediate Similarity	0.8034	NPC97908
Intermediate Similarity	0.8019	NPC196485
Intermediate Similarity	0.8019	NPC245972
Intermediate Similarity	0.8018	NPC96268
Intermediate Similarity	0.8018	NPC164835
Intermediate Similarity	0.8018	NPC477812
Intermediate Similarity	0.8018	NPC228669
Intermediate Similarity	0.8017	NPC18547
Intermediate Similarity	0.8017	NPC474906
Intermediate Similarity	0.8017	NPC473798
Intermediate Similarity	0.8	NPC473424
Intermediate Similarity	0.8	NPC90769
Intermediate Similarity	0.8	NPC308726
Intermediate Similarity	0.8	NPC119601
Intermediate Similarity	0.8	NPC100267
Intermediate Similarity	0.8	NPC477915
Intermediate Similarity	0.8	NPC205534
Intermediate Similarity	0.8	NPC475524
Intermediate Similarity	0.7984	NPC473396

Drug Structure

NPD4632 OpenBabel08211705262D 29 32 0 0 1 0 0 0 0 0999 V2000 3.3772 -0.9379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8441 0.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5337 -3.4105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6893 -2.9234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0648 -1.9476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 -1.4619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2210 -1.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8429 -0.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2216 -3.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6885 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5227 2.5777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3778 -2.9229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0651 -2.9224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6890 -1.9485 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8447 -1.4614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5329 -0.4867 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5331 -1.4609 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0006 0.9738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3775 -1.9481 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8444 -0.4872 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 -1.2468 3.2288 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.9402 -3.4271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3764 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9254 1.2753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8435 0.4867 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7246 1.6250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3761 0.9749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7696 0.1854 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 20 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 5 7 2 0 0 0 0 5 13 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 2 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 11 27 1 0 0 0 0 12 19 1 0 0 0 0 13 23 2 0 0 0 0 14 4 1 1 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 20 1 6 0 0 0 16 17 1 0 0 0 0 16 24 1 6 0 0 0 17 19 1 6 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 1 1 6 0 0 0 20 21 1 1 0 0 0 21 18 1 6 0 0 0 21 26 1 0 0 0 0 24 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001045
DrugBank	DB00873
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164764569
KEGG Drug	D01689
PubChem CID
ChEBI	50848
CAS Number	129260-79-3

Drug Properties

Molecular Weight	394.15
ALogP	0.5163
MLogP	3.11
XLogP	2.092
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	83.83
RO5 Violation	0