NPASS drugs

Drug Information

Drug ID:	NPD5495
Drug Name:	Surinabant
Molecular Formula:	C23H23BrCl2N4O
Canonical SMILES:	CCc1c(nn(c1c1ccc(cc1)Br)c1ccc(cc1Cl)Cl)C(=NN1CCCCC1)O
Standard InCHI:	InChI=1S/C23H23BrCl2N4O/c1-2-18-21(23(31)28-29-12-4-3-5-13-29)27-30(20-11-10-17(25)14-19(20)26)22(18)15-6-8-16(24)9-7-15/h6-11,14H,2-5,12-13H2,1H3,(H,28,31)
Standard InCHIKey:	HMXDWDSNPRNUKI-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5495

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	503
0.1-0.2	3565
0.2-0.3	10317
0.3-0.4	11996
0.4-0.5	2526
0.5-0.6	1695
0.6-0.7	286
0.7-0.8	2
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	0.7104	NPC477890
Intermediate Similarity	0.701	NPC471593
Remote Similarity	0.6884	NPC121903
Remote Similarity	0.6822	NPC470505
Remote Similarity	0.6818	NPC158129
Remote Similarity	0.6762	NPC472193
Remote Similarity	0.6714	NPC303820
Remote Similarity	0.6714	NPC106771
Remote Similarity	0.6714	NPC23420
Remote Similarity	0.6714	NPC205254
Remote Similarity	0.6683	NPC293472
Remote Similarity	0.6682	NPC52909
Remote Similarity	0.6682	NPC475935
Remote Similarity	0.6682	NPC94211
Remote Similarity	0.6652	NPC477610
Remote Similarity	0.6649	NPC141353
Remote Similarity	0.6636	NPC476121
Remote Similarity	0.6634	NPC134586
Remote Similarity	0.6616	NPC2165
Remote Similarity	0.6601	NPC211997
Remote Similarity	0.6585	NPC192270
Remote Similarity	0.6583	NPC109447
Remote Similarity	0.6574	NPC473761
Remote Similarity	0.6552	NPC150048
Remote Similarity	0.6552	NPC203754
Remote Similarity	0.6535	NPC471294
Remote Similarity	0.6497	NPC6436
Remote Similarity	0.6484	NPC476124
Remote Similarity	0.6477	NPC288445
Remote Similarity	0.6473	NPC133306
Remote Similarity	0.6473	NPC48938
Remote Similarity	0.6471	NPC288785
Remote Similarity	0.6471	NPC471312
Remote Similarity	0.6465	NPC131718
Remote Similarity	0.6462	NPC477167
Remote Similarity	0.6462	NPC304187
Remote Similarity	0.6462	NPC473342
Remote Similarity	0.6462	NPC477166
Remote Similarity	0.646	NPC477609
Remote Similarity	0.6453	NPC64055
Remote Similarity	0.6453	NPC288074
Remote Similarity	0.645	NPC195507
Remote Similarity	0.6442	NPC472294
Remote Similarity	0.6402	NPC316811
Remote Similarity	0.64	NPC476118
Remote Similarity	0.6396	NPC477889
Remote Similarity	0.6392	NPC2272
Remote Similarity	0.6386	NPC44161
Remote Similarity	0.6386	NPC317430
Remote Similarity	0.6384	NPC207020
Remote Similarity	0.6376	NPC470502
Remote Similarity	0.6373	NPC34508
Remote Similarity	0.6372	NPC222018
Remote Similarity	0.6359	NPC476175
Remote Similarity	0.6352	NPC477607
Remote Similarity	0.6352	NPC477608
Remote Similarity	0.6348	NPC470501
Remote Similarity	0.6346	NPC314394
Remote Similarity	0.6335	NPC60553
Remote Similarity	0.6333	NPC476319
Remote Similarity	0.6332	NPC477591
Remote Similarity	0.632	NPC470503
Remote Similarity	0.6318	NPC97367
Remote Similarity	0.6318	NPC102423
Remote Similarity	0.6313	NPC285469
Remote Similarity	0.6308	NPC37548
Remote Similarity	0.6305	NPC63751
Remote Similarity	0.63	NPC74969
Remote Similarity	0.6293	NPC313791
Remote Similarity	0.629	NPC475070
Remote Similarity	0.6281	NPC477887
Remote Similarity	0.6281	NPC129721
Remote Similarity	0.628	NPC326575
Remote Similarity	0.6279	NPC329541
Remote Similarity	0.6278	NPC477111
Remote Similarity	0.6268	NPC477891
Remote Similarity	0.6262	NPC243716
Remote Similarity	0.6262	NPC189812
Remote Similarity	0.6262	NPC329688
Remote Similarity	0.6256	NPC15102
Remote Similarity	0.625	NPC211416
Remote Similarity	0.625	NPC270009
Remote Similarity	0.625	NPC133261
Remote Similarity	0.625	NPC472443
Remote Similarity	0.6244	NPC82331
Remote Similarity	0.6239	NPC128084
Remote Similarity	0.6239	NPC212213
Remote Similarity	0.6239	NPC102008
Remote Similarity	0.6238	NPC19679
Remote Similarity	0.6238	NPC247987
Remote Similarity	0.6238	NPC159319
Remote Similarity	0.6233	NPC99666
Remote Similarity	0.6233	NPC324149
Remote Similarity	0.6232	NPC474958
Remote Similarity	0.6231	NPC476464
Remote Similarity	0.623	NPC315348
Remote Similarity	0.623	NPC32002
Remote Similarity	0.6224	NPC187951
Remote Similarity	0.6219	NPC81229
Remote Similarity	0.6219	NPC255229
Remote Similarity	0.6214	NPC472123
Remote Similarity	0.6214	NPC477611
Remote Similarity	0.6214	NPC208060
Remote Similarity	0.6214	NPC259545
Remote Similarity	0.6212	NPC259644
Remote Similarity	0.6212	NPC469760
Remote Similarity	0.6212	NPC469763
Remote Similarity	0.6212	NPC469786
Remote Similarity	0.6212	NPC469765
Remote Similarity	0.6212	NPC73952
Remote Similarity	0.6212	NPC25008
Remote Similarity	0.6209	NPC284678
Remote Similarity	0.6202	NPC59269
Remote Similarity	0.6201	NPC477114
Remote Similarity	0.62	NPC26850
Remote Similarity	0.6197	NPC60006
Remote Similarity	0.6195	NPC473764
Remote Similarity	0.6195	NPC314940
Remote Similarity	0.6195	NPC477888
Remote Similarity	0.6188	NPC477113
Remote Similarity	0.6188	NPC471177
Remote Similarity	0.6188	NPC315214
Remote Similarity	0.6188	NPC59779
Remote Similarity	0.6188	NPC16667
Remote Similarity	0.6188	NPC124542
Remote Similarity	0.6188	NPC47298
Remote Similarity	0.6186	NPC242556
Remote Similarity	0.6182	NPC249040
Remote Similarity	0.6181	NPC212376
Remote Similarity	0.6181	NPC470507
Remote Similarity	0.6181	NPC38736
Remote Similarity	0.6181	NPC211572
Remote Similarity	0.6181	NPC70922
Remote Similarity	0.6181	NPC75540
Remote Similarity	0.6181	NPC80597
Remote Similarity	0.6181	NPC207726
Remote Similarity	0.6178	NPC476116
Remote Similarity	0.6176	NPC160105
Remote Similarity	0.6176	NPC474561
Remote Similarity	0.6176	NPC180504
Remote Similarity	0.6176	NPC49954
Remote Similarity	0.6172	NPC88363
Remote Similarity	0.6172	NPC232340
Remote Similarity	0.6172	NPC149402
Remote Similarity	0.6172	NPC72980
Remote Similarity	0.6162	NPC278451
Remote Similarity	0.6161	NPC472444
Remote Similarity	0.6158	NPC32028
Remote Similarity	0.6154	NPC245348
Remote Similarity	0.6154	NPC472122
Remote Similarity	0.6154	NPC24594
Remote Similarity	0.6154	NPC56618
Remote Similarity	0.6151	NPC245055
Remote Similarity	0.615	NPC171171
Remote Similarity	0.615	NPC5145
Remote Similarity	0.6147	NPC255110
Remote Similarity	0.6146	NPC104483
Remote Similarity	0.6143	NPC478032
Remote Similarity	0.6143	NPC470500
Remote Similarity	0.614	NPC231536
Remote Similarity	0.6139	NPC322644
Remote Similarity	0.6136	NPC476167
Remote Similarity	0.6136	NPC32200
Remote Similarity	0.6135	NPC474409
Remote Similarity	0.6133	NPC61637
Remote Similarity	0.6132	NPC108011
Remote Similarity	0.6132	NPC204717
Remote Similarity	0.6132	NPC190007
Remote Similarity	0.6131	NPC141926
Remote Similarity	0.6128	NPC214142
Remote Similarity	0.6127	NPC274229
Remote Similarity	0.6127	NPC471178
Remote Similarity	0.6119	NPC77555
Remote Similarity	0.6119	NPC316910
Remote Similarity	0.6111	NPC24678
Remote Similarity	0.6111	NPC105818
Remote Similarity	0.6108	NPC282231
Remote Similarity	0.6108	NPC177404
Remote Similarity	0.6106	NPC469938
Remote Similarity	0.6106	NPC471579
Remote Similarity	0.6103	NPC314002
Remote Similarity	0.6103	NPC94943
Remote Similarity	0.6102	NPC261251
Remote Similarity	0.6102	NPC304307
Remote Similarity	0.6102	NPC124920
Remote Similarity	0.6102	NPC34580
Remote Similarity	0.6102	NPC118559
Remote Similarity	0.6101	NPC195314
Remote Similarity	0.61	NPC471458
Remote Similarity	0.6093	NPC128751
Remote Similarity	0.6093	NPC246700
Remote Similarity	0.6091	NPC265576
Remote Similarity	0.6091	NPC239954
Remote Similarity	0.6091	NPC192315
Remote Similarity	0.6091	NPC474916
Remote Similarity	0.6089	NPC67056
Remote Similarity	0.6089	NPC135141
Remote Similarity	0.6089	NPC92796
Remote Similarity	0.6089	NPC84508
Remote Similarity	0.6087	NPC476688

Drug Structure

NPD5495 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 0.7044 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 -1.9316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 -2.7406 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 0.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4781 1.2841 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.6269 -3.6542 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.1756 -1.6180 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 29 1 0 0 0 0 13 29 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 21 1 0 0 0 0 18 22 2 0 0 0 0 19 20 2 0 0 0 0 19 26 1 0 0 0 0 20 30 1 0 0 0 0 21 23 1 0 0 0 0 21 27 2 0 0 0 0 22 30 1 0 0 0 0 23 28 2 3 0 0 0 23 31 1 0 0 0 0 27 30 1 0 0 0 0 28 29 1 0 0 0 0 31 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005420
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9849616
ChEBI
CAS Number

Drug Properties

Molecular Weight	520.04
ALogP	1.7883
MLogP	3.11
XLogP	7.365
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	53.13
RO5 Violation	1