NPASS drugs

Drug Information

Drug ID:	NPD4994
Drug Name:	Cerlapirdine
Molecular Formula:	C22H23N3O3S
Canonical SMILES:	CN(CCCOc1ccc2c(c1)c(n[nH]2)S(=O)(=O)c1cccc2c1cccc2)C
Standard InCHI:	InChI=1S/C22H23N3O3S/c1-25(2)13-6-14-28-17-11-12-20-19(15-17)22(24-23-20)29(26,27)21-10-5-8-16-7-3-4-9-18(16)21/h3-5,7-12,15H,6,13-14H2,1-2H3,(H,23,24)
Standard InCHIKey:	NXQGEDVQXVTCDA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4994

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	470
0.1-0.2	3490
0.2-0.3	9528
0.3-0.4	8498
0.4-0.5	7156
0.5-0.6	1636
0.6-0.7	112
0.7-0.8	0
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
Remote Similarity	0.6765	NPC180504
Remote Similarity	0.6592	NPC329793
Remote Similarity	0.6589	NPC176127
Remote Similarity	0.6578	NPC162484
Remote Similarity	0.6555	NPC477888
Remote Similarity	0.653	NPC92111
Remote Similarity	0.6522	NPC208284
Remote Similarity	0.6507	NPC201697
Remote Similarity	0.6484	NPC76748
Remote Similarity	0.6478	NPC471304
Remote Similarity	0.6471	NPC307963
Remote Similarity	0.6463	NPC476465
Remote Similarity	0.6444	NPC153467
Remote Similarity	0.6438	NPC296527
Remote Similarity	0.6432	NPC223427
Remote Similarity	0.6422	NPC48353
Remote Similarity	0.6422	NPC94157
Remote Similarity	0.6413	NPC194967
Remote Similarity	0.6409	NPC471593
Remote Similarity	0.6395	NPC478074
Remote Similarity	0.6393	NPC24802
Remote Similarity	0.6372	NPC329747
Remote Similarity	0.6368	NPC131017
Remote Similarity	0.6356	NPC96321
Remote Similarity	0.6356	NPC72211
Remote Similarity	0.6348	NPC193777
Remote Similarity	0.6339	NPC251090
Remote Similarity	0.6322	NPC252251
Remote Similarity	0.6318	NPC280272
Remote Similarity	0.6304	NPC472111
Remote Similarity	0.6303	NPC132642
Remote Similarity	0.63	NPC176538
Remote Similarity	0.6286	NPC470889
Remote Similarity	0.6272	NPC267423
Remote Similarity	0.627	NPC475253
Remote Similarity	0.627	NPC477531
Remote Similarity	0.6267	NPC472193
Remote Similarity	0.6267	NPC70259
Remote Similarity	0.6266	NPC199667
Remote Similarity	0.6261	NPC285558
Remote Similarity	0.6256	NPC84478
Remote Similarity	0.6255	NPC266931
Remote Similarity	0.625	NPC475910
Remote Similarity	0.6234	NPC477533
Remote Similarity	0.623	NPC209174
Remote Similarity	0.6223	NPC473181
Remote Similarity	0.6222	NPC43787
Remote Similarity	0.6222	NPC205934
Remote Similarity	0.6213	NPC473180
Remote Similarity	0.6208	NPC280799
Remote Similarity	0.6193	NPC168486
Remote Similarity	0.6193	NPC222592
Remote Similarity	0.6174	NPC475085
Remote Similarity	0.6174	NPC291535
Remote Similarity	0.6174	NPC135887
Remote Similarity	0.6174	NPC199277
Remote Similarity	0.6174	NPC475112
Remote Similarity	0.6173	NPC227908
Remote Similarity	0.6167	NPC472099
Remote Similarity	0.6164	NPC476106
Remote Similarity	0.6157	NPC249040
Remote Similarity	0.6157	NPC121772
Remote Similarity	0.6148	NPC473185
Remote Similarity	0.6144	NPC472098
Remote Similarity	0.6143	NPC242928
Remote Similarity	0.6136	NPC469831
Remote Similarity	0.6118	NPC471080
Remote Similarity	0.6118	NPC469592
Remote Similarity	0.6113	NPC474192
Remote Similarity	0.6113	NPC475720
Remote Similarity	0.6104	NPC295228
Remote Similarity	0.61	NPC86078
Remote Similarity	0.6096	NPC243834
Remote Similarity	0.6096	NPC70956
Remote Similarity	0.6095	NPC26850
Remote Similarity	0.6094	NPC45190
Remote Similarity	0.6083	NPC312872
Remote Similarity	0.6082	NPC157931
Remote Similarity	0.6078	NPC475774
Remote Similarity	0.6074	NPC477532
Remote Similarity	0.6071	NPC477066
Remote Similarity	0.6067	NPC170114
Remote Similarity	0.6062	NPC99666
Remote Similarity	0.6061	NPC476044
Remote Similarity	0.6059	NPC167860
Remote Similarity	0.6059	NPC123976
Remote Similarity	0.6057	NPC311906
Remote Similarity	0.6054	NPC204385
Remote Similarity	0.6052	NPC470930
Remote Similarity	0.6052	NPC475070
Remote Similarity	0.6048	NPC473186
Remote Similarity	0.6048	NPC477889
Remote Similarity	0.6047	NPC478081
Remote Similarity	0.6043	NPC128823
Remote Similarity	0.6043	NPC287437
Remote Similarity	0.6035	NPC475190
Remote Similarity	0.6027	NPC66083
Remote Similarity	0.6026	NPC300156
Remote Similarity	0.6025	NPC470549
Remote Similarity	0.6018	NPC474798
Remote Similarity	0.6017	NPC19872
Remote Similarity	0.6017	NPC473041
Remote Similarity	0.6017	NPC469594
Remote Similarity	0.6017	NPC11017
Remote Similarity	0.6016	NPC478078
Remote Similarity	0.6008	NPC316981
Remote Similarity	0.6008	NPC26679
Remote Similarity	0.6	NPC152768
Remote Similarity	0.6	NPC246700
Remote Similarity	0.6	NPC148183
Remote Similarity	0.6	NPC128751
Remote Similarity	0.6	NPC39370
Remote Similarity	0.5992	NPC473179
Remote Similarity	0.5992	NPC193267
Remote Similarity	0.5992	NPC290689
Remote Similarity	0.5992	NPC213530
Remote Similarity	0.5992	NPC5145
Remote Similarity	0.5991	NPC232727
Remote Similarity	0.5984	NPC469554
Remote Similarity	0.5984	NPC477067
Remote Similarity	0.5984	NPC473540
Remote Similarity	0.5984	NPC478082
Remote Similarity	0.5983	NPC13880
Remote Similarity	0.5983	NPC47059
Remote Similarity	0.5983	NPC118832
Remote Similarity	0.5983	NPC274291
Remote Similarity	0.5983	NPC264166
Remote Similarity	0.5983	NPC165349
Remote Similarity	0.5983	NPC329708
Remote Similarity	0.5982	NPC171171
Remote Similarity	0.5982	NPC473432
Remote Similarity	0.5975	NPC82548
Remote Similarity	0.5975	NPC470931
Remote Similarity	0.5973	NPC469497
Remote Similarity	0.5973	NPC106833
Remote Similarity	0.5968	NPC475816
Remote Similarity	0.5964	NPC469829
Remote Similarity	0.5957	NPC153042
Remote Similarity	0.5957	NPC77555
Remote Similarity	0.5957	NPC323345
Remote Similarity	0.5957	NPC470164
Remote Similarity	0.5956	NPC469830
Remote Similarity	0.5952	NPC473183
Remote Similarity	0.5952	NPC26872
Remote Similarity	0.5952	NPC6786
Remote Similarity	0.5951	NPC257851
Remote Similarity	0.5948	NPC234197
Remote Similarity	0.5948	NPC315957
Remote Similarity	0.5946	NPC206201
Remote Similarity	0.5945	NPC288430
Remote Similarity	0.594	NPC476138
Remote Similarity	0.594	NPC245816
Remote Similarity	0.5938	NPC314002
Remote Similarity	0.5934	NPC469928
Remote Similarity	0.5928	NPC88363
Remote Similarity	0.5927	NPC314954
Remote Similarity	0.5921	NPC195268
Remote Similarity	0.5921	NPC133140
Remote Similarity	0.592	NPC101543
Remote Similarity	0.5917	NPC476287
Remote Similarity	0.5915	NPC36229
Remote Similarity	0.5915	NPC16452
Remote Similarity	0.5915	NPC476581
Remote Similarity	0.5909	NPC305984
Remote Similarity	0.5905	NPC476582
Remote Similarity	0.5905	NPC4071
Remote Similarity	0.5905	NPC476578
Remote Similarity	0.5901	NPC70092
Remote Similarity	0.5896	NPC329631
Remote Similarity	0.5893	NPC204717
Remote Similarity	0.5891	NPC17437
Remote Similarity	0.589	NPC474145
Remote Similarity	0.589	NPC475841
Remote Similarity	0.5887	NPC470126
Remote Similarity	0.5885	NPC46561
Remote Similarity	0.5882	NPC185782
Remote Similarity	0.5882	NPC283152
Remote Similarity	0.5882	NPC469589
Remote Similarity	0.5882	NPC209769
Remote Similarity	0.588	NPC477019
Remote Similarity	0.5878	NPC198503
Remote Similarity	0.5878	NPC478080
Remote Similarity	0.5875	NPC53069
Remote Similarity	0.5875	NPC296482
Remote Similarity	0.5875	NPC202768
Remote Similarity	0.5873	NPC473184
Remote Similarity	0.5867	NPC473189
Remote Similarity	0.5866	NPC11408
Remote Similarity	0.5865	NPC313189
Remote Similarity	0.5863	NPC253580
Remote Similarity	0.586	NPC177404
Remote Similarity	0.5858	NPC11464
Remote Similarity	0.5851	NPC162530
Remote Similarity	0.5851	NPC149471
Remote Similarity	0.5851	NPC271215
Remote Similarity	0.5848	NPC220765
Remote Similarity	0.5844	NPC313327
Remote Similarity	0.5837	NPC323969
Remote Similarity	0.5837	NPC225279
Remote Similarity	0.5833	NPC473182

Drug Structure

NPD4994 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 5.5114 3.1765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0467 4.8238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6093 3.7946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0741 2.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2820 1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3525 4.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6583 4.1036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3799 1.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1230 2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3035 4.1547 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9151 3.4344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.3479 -1.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 5 8 2 0 0 0 0 5 10 1 0 0 0 0 6 13 1 0 0 0 0 6 14 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 21 2 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 20 1 0 0 0 0 13 25 1 0 0 0 0 14 28 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 17 28 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 29 1 0 0 0 0 22 24 2 0 0 0 0 22 29 1 0 0 0 0 23 24 1 0 0 0 0 23 30 1 0 0 0 0 26 29 2 0 0 0 0 27 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010797
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16071605
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.15
ALogP	-1.0467
MLogP	3.11
XLogP	5.922
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	83.67
RO5 Violation	1