NPASS drugs

Drug Information

Drug ID:	NPD7664
Drug Name:	Ro-25-2016
Molecular Formula:	C32H29F2N5O9S2
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)N1CCN(CC1)c1c(F)cc2c(c1F)n(cc(c2=O)C(=O)O)C1CC1)Cc1cccs1
Standard InCHI:	InChI=1S/C32H29F2N5O9S2/c33-20-11-18-25(38(16-3-4-16)12-19(27(18)41)30(43)44)22(34)26(20)36-5-7-37(8-6-36)32(47)48-13-15-14-50-29-23(28(42)39(29)24(15)31(45)46)35-21(40)10-17-2-1-9-49-17/h1-2,9,11-12,16,23,29H,3-8,10,13-14H2,(H,35,40)(H,43,44)(H,45,46)/t23-,29-/m1/s1
Standard InCHIKey:	XEKHRWZGVAICLA-RNWIMVQKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7664

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	286
0.1-0.2	2102
0.2-0.3	9396
0.3-0.4	13088
0.4-0.5	4228
0.5-0.6	1725
0.6-0.7	64
0.7-0.8	1
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	0.7095	NPC318183
Remote Similarity	0.6934	NPC292265
Remote Similarity	0.6767	NPC330683
Remote Similarity	0.6767	NPC329567
Remote Similarity	0.6595	NPC143325
Remote Similarity	0.6547	NPC316141
Remote Similarity	0.6485	NPC471741
Remote Similarity	0.642	NPC475609
Remote Similarity	0.6416	NPC473815
Remote Similarity	0.6383	NPC295548
Remote Similarity	0.6364	NPC13470
Remote Similarity	0.6329	NPC225400
Remote Similarity	0.6303	NPC471155
Remote Similarity	0.6303	NPC472538
Remote Similarity	0.6303	NPC470786
Remote Similarity	0.6293	NPC472540
Remote Similarity	0.6293	NPC472539
Remote Similarity	0.6293	NPC470787
Remote Similarity	0.6283	NPC302235
Remote Similarity	0.6276	NPC270241
Remote Similarity	0.627	NPC244425
Remote Similarity	0.627	NPC15384
Remote Similarity	0.6266	NPC472542
Remote Similarity	0.6266	NPC472541
Remote Similarity	0.6245	NPC248601
Remote Similarity	0.6239	NPC189116
Remote Similarity	0.621	NPC478141
Remote Similarity	0.6204	NPC471197
Remote Similarity	0.6197	NPC471199
Remote Similarity	0.6179	NPC471198
Remote Similarity	0.6178	NPC474041
Remote Similarity	0.6164	NPC328270
Remote Similarity	0.6161	NPC475607
Remote Similarity	0.616	NPC313587
Remote Similarity	0.616	NPC316110
Remote Similarity	0.616	NPC315893
Remote Similarity	0.6154	NPC315388
Remote Similarity	0.6147	NPC471195
Remote Similarity	0.6147	NPC471196
Remote Similarity	0.6133	NPC474081
Remote Similarity	0.6116	NPC475594
Remote Similarity	0.6106	NPC131450
Remote Similarity	0.6106	NPC475761
Remote Similarity	0.6106	NPC147298
Remote Similarity	0.6106	NPC182057
Remote Similarity	0.6095	NPC471680
Remote Similarity	0.6092	NPC98864
Remote Similarity	0.6079	NPC475685
Remote Similarity	0.6078	NPC475196
Remote Similarity	0.6076	NPC106118
Remote Similarity	0.6074	NPC285192
Remote Similarity	0.6062	NPC14849
Remote Similarity	0.6044	NPC470548
Remote Similarity	0.6044	NPC328611
Remote Similarity	0.6036	NPC472114
Remote Similarity	0.6036	NPC472115
Remote Similarity	0.6025	NPC471944
Remote Similarity	0.6017	NPC473239
Remote Similarity	0.6017	NPC472116
Remote Similarity	0.6016	NPC477516
Remote Similarity	0.6009	NPC166169
Remote Similarity	0.6008	NPC192674
Remote Similarity	0.6008	NPC477416
Remote Similarity	0.6008	NPC470491
Remote Similarity	0.6	NPC468984
Remote Similarity	0.5983	NPC129909
Remote Similarity	0.5975	NPC202812
Remote Similarity	0.5973	NPC248862
Remote Similarity	0.5966	NPC248782
Remote Similarity	0.5955	NPC154478
Remote Similarity	0.5951	NPC317752
Remote Similarity	0.595	NPC329833
Remote Similarity	0.5946	NPC113056
Remote Similarity	0.5946	NPC138293
Remote Similarity	0.5931	NPC97584
Remote Similarity	0.5928	NPC27904
Remote Similarity	0.5919	NPC471130
Remote Similarity	0.5919	NPC52059
Remote Similarity	0.5919	NPC470069
Remote Similarity	0.5911	NPC318299
Remote Similarity	0.5909	NPC315061
Remote Similarity	0.5907	NPC472789
Remote Similarity	0.5906	NPC115588
Remote Similarity	0.5903	NPC326407
Remote Similarity	0.5903	NPC317725
Remote Similarity	0.5901	NPC88970
Remote Similarity	0.5901	NPC293458
Remote Similarity	0.59	NPC151171
Remote Similarity	0.5895	NPC475094
Remote Similarity	0.5895	NPC315411
Remote Similarity	0.589	NPC165538
Remote Similarity	0.588	NPC150308
Remote Similarity	0.5873	NPC478007
Remote Similarity	0.5864	NPC84317
Remote Similarity	0.5861	NPC313796
Remote Similarity	0.5861	NPC313345
Remote Similarity	0.5861	NPC314855
Remote Similarity	0.5861	NPC315638
Remote Similarity	0.5859	NPC186351
Remote Similarity	0.5856	NPC474058
Remote Similarity	0.5852	NPC14325
Remote Similarity	0.5852	NPC28848
Remote Similarity	0.5844	NPC476252
Remote Similarity	0.5843	NPC122886
Remote Similarity	0.5841	NPC472118
Remote Similarity	0.5841	NPC314186
Remote Similarity	0.5837	NPC478075
Remote Similarity	0.5837	NPC315545
Remote Similarity	0.5837	NPC314297
Remote Similarity	0.5833	NPC218733
Remote Similarity	0.5833	NPC318930
Remote Similarity	0.5833	NPC132874
Remote Similarity	0.5833	NPC317362
Remote Similarity	0.5833	NPC265642
Remote Similarity	0.5833	NPC138615
Remote Similarity	0.583	NPC475359
Remote Similarity	0.583	NPC191817
Remote Similarity	0.583	NPC476231
Remote Similarity	0.5827	NPC478008
Remote Similarity	0.582	NPC314648
Remote Similarity	0.582	NPC469563
Remote Similarity	0.5819	NPC470317
Remote Similarity	0.5815	NPC355
Remote Similarity	0.5812	NPC311858
Remote Similarity	0.5811	NPC148468
Remote Similarity	0.5811	NPC310403
Remote Similarity	0.5811	NPC63210
Remote Similarity	0.5811	NPC263709
Remote Similarity	0.5811	NPC97380
Remote Similarity	0.5811	NPC243673
Remote Similarity	0.581	NPC128115
Remote Similarity	0.5805	NPC122427
Remote Similarity	0.5805	NPC329961
Remote Similarity	0.5805	NPC45389
Remote Similarity	0.5805	NPC313293
Remote Similarity	0.58	NPC477979
Remote Similarity	0.5796	NPC167724
Remote Similarity	0.5796	NPC471191
Remote Similarity	0.5796	NPC224970
Remote Similarity	0.5796	NPC317373
Remote Similarity	0.5796	NPC223595
Remote Similarity	0.5794	NPC471742
Remote Similarity	0.5794	NPC470003
Remote Similarity	0.5789	NPC181138
Remote Similarity	0.5789	NPC21752
Remote Similarity	0.5789	NPC145178
Remote Similarity	0.5789	NPC298851
Remote Similarity	0.5789	NPC293255
Remote Similarity	0.5789	NPC210415
Remote Similarity	0.5789	NPC14877
Remote Similarity	0.5789	NPC276993
Remote Similarity	0.5789	NPC475350
Remote Similarity	0.5787	NPC478039
Remote Similarity	0.5787	NPC105717
Remote Similarity	0.5787	NPC14994
Remote Similarity	0.5786	NPC314254
Remote Similarity	0.5786	NPC313966
Remote Similarity	0.5783	NPC471193
Remote Similarity	0.5783	NPC471194
Remote Similarity	0.5783	NPC251036
Remote Similarity	0.5782	NPC122553
Remote Similarity	0.5777	NPC471192
Remote Similarity	0.5775	NPC470301
Remote Similarity	0.5774	NPC106235
Remote Similarity	0.5774	NPC19692
Remote Similarity	0.5774	NPC239660
Remote Similarity	0.5774	NPC220151
Remote Similarity	0.5768	NPC112937
Remote Similarity	0.5766	NPC469562
Remote Similarity	0.5766	NPC220594
Remote Similarity	0.5766	NPC211525
Remote Similarity	0.5766	NPC153694
Remote Similarity	0.5766	NPC314834
Remote Similarity	0.5766	NPC123241
Remote Similarity	0.5766	NPC61013
Remote Similarity	0.5763	NPC61435
Remote Similarity	0.576	NPC316181
Remote Similarity	0.576	NPC151781
Remote Similarity	0.576	NPC74562
Remote Similarity	0.5759	NPC472117
Remote Similarity	0.5758	NPC218594
Remote Similarity	0.5758	NPC99043
Remote Similarity	0.5755	NPC327592
Remote Similarity	0.5754	NPC79386
Remote Similarity	0.5752	NPC182131
Remote Similarity	0.5751	NPC161143
Remote Similarity	0.5749	NPC469578
Remote Similarity	0.5747	NPC63279
Remote Similarity	0.5743	NPC72956
Remote Similarity	0.574	NPC36495
Remote Similarity	0.574	NPC193410
Remote Similarity	0.5738	NPC22689
Remote Similarity	0.5738	NPC105055
Remote Similarity	0.5738	NPC57398
Remote Similarity	0.5734	NPC237649
Remote Similarity	0.5734	NPC300596
Remote Similarity	0.5727	NPC122106
Remote Similarity	0.5727	NPC285381
Remote Similarity	0.5725	NPC297642
Remote Similarity	0.5721	NPC139085

Drug Structure

NPD7664 OpenBabel08211712032D 53 59 0 0 1 0 0 0 0 0999 V2000 4.9619 -1.9813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1232 -2.5259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 -6.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7031 -1.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6603 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5263 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.3923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7942 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 -4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.7942 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3923 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.2583 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3923 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7044 -0.9630 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2583 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 2 0 0 0 0 2 17 2 0 0 0 0 3 4 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 36 1 0 0 0 0 6 8 1 0 0 0 0 6 36 1 0 0 0 0 7 37 1 0 0 0 0 8 37 1 0 0 0 0 9 49 1 0 0 0 0 10 17 1 0 0 0 0 10 21 1 0 0 0 0 11 18 2 0 0 0 0 11 20 1 0 0 0 0 12 19 2 0 0 0 0 12 38 1 0 0 0 0 13 15 1 0 0 0 0 13 48 1 0 0 0 0 14 15 1 0 0 0 0 14 50 1 0 0 0 0 15 24 2 0 0 0 0 16 38 1 0 0 0 0 17 49 1 0 0 0 0 18 25 1 0 0 0 0 18 27 1 0 0 0 0 19 27 1 0 0 0 0 19 30 1 0 0 0 0 20 26 2 0 0 0 0 20 33 1 0 0 0 0 21 35 2 3 0 0 0 21 40 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 22 34 1 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 23 35 1 1 0 0 0 24 31 1 0 0 0 0 24 39 1 0 0 0 0 25 38 1 0 0 0 0 26 36 1 0 0 0 0 27 41 2 0 0 0 0 28 39 1 0 0 0 0 28 42 2 0 0 0 0 29 39 1 0 0 0 0 29 50 1 1 0 0 0 30 43 2 0 0 0 0 30 44 1 0 0 0 0 31 45 2 0 0 0 0 31 46 1 0 0 0 0 32 37 1 0 0 0 0 32 47 2 0 0 0 0 32 48 1 0 0 0 0 40 51 1 0 0 0 0 44 52 1 0 0 0 0 46 53 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005195
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	729.14
ALogP	-0.3471
MLogP	3
XLogP	2.29
HDA	14
HBD	3
Rotatable Bonds	16
TPSA	234.13
RO5 Violation	2