NPASS drugs

Drug Information

Drug ID:	NPD6220
Drug Name:	Mapracorat (Ophthalmic, Ocular Inflammation), Bausch & Lomb
Molecular Formula:	C25H26F4N2O2
Canonical SMILES:	Fc1cc2CCOc2c(c1)C(C[C@](C(F)(F)F)(CNc1cccc2c1ccc(n2)C)O)(C)C
Standard InCHI:	InChI=1S/C25H26F4N2O2/c1-15-7-8-18-20(5-4-6-21(18)31-15)30-14-24(32,25(27,28)29)13-23(2,3)19-12-17(26)11-16-9-10-33-22(16)19/h4-8,11-12,30,32H,9-10,13-14H2,1-3H3/t24-/m1/s1
Standard InCHIKey:	VJGFOYBQOIPQFY-XMMPIXPASA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6220

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	350
0.1-0.2	1618
0.2-0.3	8857
0.3-0.4	4369
0.4-0.5	11520
0.5-0.6	2781
0.6-0.7	1239
0.7-0.8	156
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
Intermediate Similarity	0.7826	NPC476106
Intermediate Similarity	0.7767	NPC475085
Intermediate Similarity	0.7767	NPC475112
Intermediate Similarity	0.7767	NPC291535
Intermediate Similarity	0.7745	NPC72211
Intermediate Similarity	0.7685	NPC43787
Intermediate Similarity	0.7685	NPC205934
Intermediate Similarity	0.7647	NPC70259
Intermediate Similarity	0.761	NPC243834
Intermediate Similarity	0.761	NPC70956
Intermediate Similarity	0.7583	NPC475910
Intermediate Similarity	0.756	NPC162484
Intermediate Similarity	0.7549	NPC79293
Intermediate Similarity	0.7549	NPC279401
Intermediate Similarity	0.7548	NPC476044
Intermediate Similarity	0.7548	NPC267423
Intermediate Similarity	0.7513	NPC283152
Intermediate Similarity	0.7512	NPC469594
Intermediate Similarity	0.75	NPC329747
Intermediate Similarity	0.7488	NPC478074
Intermediate Similarity	0.7474	NPC26850
Intermediate Similarity	0.7452	NPC128823
Intermediate Similarity	0.7442	NPC48353
Intermediate Similarity	0.7441	NPC264166
Intermediate Similarity	0.7441	NPC274291
Intermediate Similarity	0.7441	NPC118832
Intermediate Similarity	0.7441	NPC47059
Intermediate Similarity	0.7441	NPC165349
Intermediate Similarity	0.7441	NPC329708
Intermediate Similarity	0.7418	NPC470931
Intermediate Similarity	0.7416	NPC329793
Intermediate Similarity	0.7407	NPC469592
Intermediate Similarity	0.7407	NPC471080
Intermediate Similarity	0.7406	NPC472111
Intermediate Similarity	0.7393	NPC223427
Intermediate Similarity	0.7389	NPC180504
Intermediate Similarity	0.7383	NPC209769
Intermediate Similarity	0.7379	NPC307963
Intermediate Similarity	0.7374	NPC288943
Intermediate Similarity	0.7364	NPC132642
Intermediate Similarity	0.7358	NPC470930
Intermediate Similarity	0.7353	NPC242928
Intermediate Similarity	0.7345	NPC475720
Intermediate Similarity	0.7345	NPC474192
Intermediate Similarity	0.7337	NPC211997
Intermediate Similarity	0.7336	NPC477111
Intermediate Similarity	0.7333	NPC11017
Intermediate Similarity	0.733	NPC310118
Intermediate Similarity	0.733	NPC477532
Intermediate Similarity	0.7323	NPC312872
Intermediate Similarity	0.7316	NPC26872
Intermediate Similarity	0.7308	NPC251090
Intermediate Similarity	0.7302	NPC201697
Intermediate Similarity	0.729	NPC193777
Intermediate Similarity	0.7286	NPC32200
Intermediate Similarity	0.7286	NPC134586
Intermediate Similarity	0.7281	NPC94157
Intermediate Similarity	0.7277	NPC285558
Intermediate Similarity	0.7277	NPC176127
Intermediate Similarity	0.7269	NPC471304
Intermediate Similarity	0.7269	NPC11464
Intermediate Similarity	0.7268	NPC177404
Intermediate Similarity	0.726	NPC288349
Intermediate Similarity	0.726	NPC131017
Intermediate Similarity	0.7244	NPC473185
Intermediate Similarity	0.7244	NPC110151
Intermediate Similarity	0.7243	NPC477113
Intermediate Similarity	0.7241	NPC84478
Intermediate Similarity	0.724	NPC473179
Intermediate Similarity	0.7237	NPC473105
Intermediate Similarity	0.7235	NPC208284
Intermediate Similarity	0.7233	NPC76748
Intermediate Similarity	0.7228	NPC474798
Intermediate Similarity	0.7225	NPC475253
Intermediate Similarity	0.7222	NPC469589
Intermediate Similarity	0.722	NPC66083
Intermediate Similarity	0.7212	NPC475190
Intermediate Similarity	0.7207	NPC477533
Intermediate Similarity	0.7202	NPC26679
Intermediate Similarity	0.7202	NPC473180
Intermediate Similarity	0.7198	NPC92111
Intermediate Similarity	0.7196	NPC470500
Intermediate Similarity	0.7196	NPC164374
Intermediate Similarity	0.7196	NPC137929
Intermediate Similarity	0.7195	NPC96321
Intermediate Similarity	0.7195	NPC473041
Intermediate Similarity	0.7186	NPC34508
Intermediate Similarity	0.7184	NPC296527
Intermediate Similarity	0.7182	NPC477110
Intermediate Similarity	0.7182	NPC170114
Intermediate Similarity	0.7171	NPC204385
Intermediate Similarity	0.717	NPC19872
Intermediate Similarity	0.7169	NPC266931
Intermediate Similarity	0.7157	NPC62069
Intermediate Similarity	0.7157	NPC190007
Intermediate Similarity	0.7155	NPC475816
Intermediate Similarity	0.715	NPC475774
Intermediate Similarity	0.7143	NPC118511
Intermediate Similarity	0.7143	NPC280272
Intermediate Similarity	0.7143	NPC206201
Intermediate Similarity	0.7137	NPC252251
Intermediate Similarity	0.7136	NPC470549
Intermediate Similarity	0.7129	NPC270009
Intermediate Similarity	0.7122	NPC94943
Intermediate Similarity	0.7115	NPC469390
Intermediate Similarity	0.7112	NPC11408
Intermediate Similarity	0.711	NPC199667
Intermediate Similarity	0.7104	NPC8022
Intermediate Similarity	0.7104	NPC470799
Intermediate Similarity	0.7098	NPC198503
Intermediate Similarity	0.7089	NPC176538
Intermediate Similarity	0.7085	NPC193267
Intermediate Similarity	0.7085	NPC213530
Intermediate Similarity	0.7081	NPC141915
Intermediate Similarity	0.7081	NPC114335
Intermediate Similarity	0.7081	NPC280964
Intermediate Similarity	0.7074	NPC477531
Intermediate Similarity	0.707	NPC476138
Intermediate Similarity	0.707	NPC245816
Intermediate Similarity	0.707	NPC469440
Intermediate Similarity	0.7064	NPC185782
Intermediate Similarity	0.7064	NPC473181
Intermediate Similarity	0.7062	NPC13880
Intermediate Similarity	0.7061	NPC476997
Intermediate Similarity	0.7056	NPC24802
Intermediate Similarity	0.7056	NPC473184
Intermediate Similarity	0.7056	NPC232727
Intermediate Similarity	0.7051	NPC217554
Intermediate Similarity	0.705	NPC158129
Intermediate Similarity	0.7048	NPC289786
Intermediate Similarity	0.7043	NPC469554
Intermediate Similarity	0.7034	NPC284141
Intermediate Similarity	0.7032	NPC167860
Intermediate Similarity	0.7032	NPC123976
Intermediate Similarity	0.7031	NPC476998
Intermediate Similarity	0.7031	NPC476996
Intermediate Similarity	0.7031	NPC209174
Intermediate Similarity	0.7028	NPC267928
Intermediate Similarity	0.7027	NPC152768
Intermediate Similarity	0.7027	NPC148183
Intermediate Similarity	0.7024	NPC212535
Intermediate Similarity	0.7022	NPC280799
Intermediate Similarity	0.7019	NPC46413
Intermediate Similarity	0.7019	NPC246700
Intermediate Similarity	0.7019	NPC128751
Intermediate Similarity	0.7015	NPC259545
Intermediate Similarity	0.7014	NPC133366
Intermediate Similarity	0.7014	NPC476287
Intermediate Similarity	0.7009	NPC249040
Intermediate Similarity	0.7009	NPC121772
Intermediate Similarity	0.7005	NPC474145
Intermediate Similarity	0.7005	NPC475841
Intermediate Similarity	0.7005	NPC61350
Intermediate Similarity	0.7004	NPC473449
Intermediate Similarity	0.7	NPC324149
Intermediate Similarity	0.7	NPC99666
Remote Similarity	0.6996	NPC473183
Remote Similarity	0.6991	NPC122463
Remote Similarity	0.6991	NPC162748
Remote Similarity	0.6987	NPC476994
Remote Similarity	0.6986	NPC469497
Remote Similarity	0.6986	NPC106833
Remote Similarity	0.6981	NPC205403
Remote Similarity	0.6978	NPC472099
Remote Similarity	0.6978	NPC150239
Remote Similarity	0.6978	NPC128115
Remote Similarity	0.6978	NPC174049
Remote Similarity	0.6976	NPC192270
Remote Similarity	0.6971	NPC317030
Remote Similarity	0.697	NPC101543
Remote Similarity	0.6968	NPC251160
Remote Similarity	0.6964	NPC303658
Remote Similarity	0.6961	NPC88363
Remote Similarity	0.6961	NPC232340
Remote Similarity	0.6961	NPC472443
Remote Similarity	0.6957	NPC42591
Remote Similarity	0.6957	NPC473189
Remote Similarity	0.6955	NPC219664
Remote Similarity	0.6955	NPC5145
Remote Similarity	0.6951	NPC330009
Remote Similarity	0.6951	NPC469928
Remote Similarity	0.6951	NPC183407
Remote Similarity	0.6948	NPC224928
Remote Similarity	0.6944	NPC135887
Remote Similarity	0.6944	NPC199277
Remote Similarity	0.6942	NPC472109
Remote Similarity	0.6942	NPC472110
Remote Similarity	0.6942	NPC19679
Remote Similarity	0.6942	NPC472444
Remote Similarity	0.6931	NPC474409
Remote Similarity	0.693	NPC21638
Remote Similarity	0.6927	NPC478032
Remote Similarity	0.6927	NPC304183
Remote Similarity	0.692	NPC314552
Remote Similarity	0.6912	NPC293472
Remote Similarity	0.6912	NPC477135
Remote Similarity	0.691	NPC277351
Remote Similarity	0.6908	NPC284678
Remote Similarity	0.6905	NPC471593
Remote Similarity	0.6901	NPC473053

Drug Structure

NPD6220 OpenBabel08211709092D 35 38 0 0 1 0 0 0 0 0999 V2000 -5.4012 -5.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 1.1229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3031 0.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1332 -1.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2672 -0.5111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1332 -2.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5352 -3.5111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5352 -2.5111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1691 0.1229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5352 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4012 -4.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4012 -2.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4012 -1.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2672 -2.5111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 0.1229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6691 0.9889 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1691 1.8549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -3.3412 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.1691 2.8549 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.3031 2.3549 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1691 1.8549 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.5352 -0.5111 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2672 -3.5111 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8031 1.4889 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 -3.6691 -1.0111 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8031 2.4889 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 20 1 0 0 0 0 6 21 2 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 16 1 0 0 0 0 10 33 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 14 30 1 0 0 0 0 15 31 2 0 0 0 0 16 22 1 0 0 0 0 17 26 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 33 1 0 0 0 0 24 13 1 1 0 0 0 24 25 1 0 0 0 0 24 32 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 30 34 1 0 0 0 0 32 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002240
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.19
ALogP	2.2118
MLogP	3.33
XLogP	6.878
HDA	3
HBD	2
Rotatable Bonds	15
TPSA	54.38
RO5 Violation	1