NPASS drugs

Drug Information

Drug ID:	NPD5153
Drug Name:
Molecular Formula:	C22H27N5OS
Canonical SMILES:	OC(=NCCCCN1CCN(CC1)c1nsc2c1cccc2)c1ccccc1N
Standard InCHI:	InChI=1S/C22H27N5OS/c23-19-9-3-1-7-17(19)22(28)24-11-5-6-12-26-13-15-27(16-14-26)21-18-8-2-4-10-20(18)29-25-21/h1-4,7-10H,5-6,11-16,23H2,(H,24,28)
Standard InCHIKey:	GMDXHLCLNHCEIC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5153

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	366
0.1-0.2	3195
0.2-0.3	9849
0.3-0.4	12232
0.4-0.5	2939
0.5-0.6	2027
0.6-0.7	278
0.7-0.8	4
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	0.7117	NPC476687
Intermediate Similarity	0.7117	NPC476689
Intermediate Similarity	0.7117	NPC476685
Intermediate Similarity	0.703	NPC184437
Remote Similarity	0.6954	NPC288445
Remote Similarity	0.6944	NPC476118
Remote Similarity	0.689	NPC226662
Remote Similarity	0.6811	NPC208060
Remote Similarity	0.6772	NPC477891
Remote Similarity	0.6739	NPC317430
Remote Similarity	0.6702	NPC472294
Remote Similarity	0.6667	NPC476688
Remote Similarity	0.6667	NPC141353
Remote Similarity	0.6667	NPC105758
Remote Similarity	0.6667	NPC476686
Remote Similarity	0.6649	NPC278874
Remote Similarity	0.6649	NPC48938
Remote Similarity	0.6648	NPC131718
Remote Similarity	0.6597	NPC144114
Remote Similarity	0.6591	NPC204141
Remote Similarity	0.6578	NPC158129
Remote Similarity	0.6548	NPC324149
Remote Similarity	0.6543	NPC472123
Remote Similarity	0.6524	NPC164664
Remote Similarity	0.6522	NPC88970
Remote Similarity	0.6522	NPC224632
Remote Similarity	0.6486	NPC102423
Remote Similarity	0.6467	NPC476950
Remote Similarity	0.6464	NPC471132
Remote Similarity	0.6461	NPC254798
Remote Similarity	0.6452	NPC471130
Remote Similarity	0.6425	NPC314394
Remote Similarity	0.6421	NPC189812
Remote Similarity	0.6421	NPC329688
Remote Similarity	0.6406	NPC2497
Remote Similarity	0.6404	NPC249040
Remote Similarity	0.6392	NPC19679
Remote Similarity	0.6387	NPC134586
Remote Similarity	0.6381	NPC471603
Remote Similarity	0.6368	NPC313791
Remote Similarity	0.6359	NPC475070
Remote Similarity	0.6354	NPC326575
Remote Similarity	0.6354	NPC211997
Remote Similarity	0.6346	NPC37584
Remote Similarity	0.6344	NPC476231
Remote Similarity	0.6344	NPC470203
Remote Similarity	0.6339	NPC476219
Remote Similarity	0.6333	NPC321617
Remote Similarity	0.633	NPC49217
Remote Similarity	0.6328	NPC60553
Remote Similarity	0.6327	NPC15102
Remote Similarity	0.6326	NPC272174
Remote Similarity	0.6316	NPC476116
Remote Similarity	0.6313	NPC130570
Remote Similarity	0.6313	NPC472289
Remote Similarity	0.6308	NPC472109
Remote Similarity	0.6308	NPC472110
Remote Similarity	0.6308	NPC139291
Remote Similarity	0.6308	NPC472108
Remote Similarity	0.6307	NPC88097
Remote Similarity	0.6305	NPC474916
Remote Similarity	0.6302	NPC471743
Remote Similarity	0.6302	NPC150048
Remote Similarity	0.6302	NPC203754
Remote Similarity	0.6298	NPC37548
Remote Similarity	0.6298	NPC243850
Remote Similarity	0.6296	NPC474896
Remote Similarity	0.6296	NPC63751
Remote Similarity	0.6293	NPC471944
Remote Similarity	0.629	NPC470204
Remote Similarity	0.6287	NPC242209
Remote Similarity	0.6284	NPC469760
Remote Similarity	0.6284	NPC469765
Remote Similarity	0.6284	NPC25008
Remote Similarity	0.6284	NPC469763
Remote Similarity	0.6284	NPC469786
Remote Similarity	0.6284	NPC259644
Remote Similarity	0.6284	NPC73952
Remote Similarity	0.6283	NPC474409
Remote Similarity	0.6283	NPC34508
Remote Similarity	0.6283	NPC471294
Remote Similarity	0.628	NPC470500
Remote Similarity	0.628	NPC470505
Remote Similarity	0.6276	NPC284678
Remote Similarity	0.627	NPC129721
Remote Similarity	0.6267	NPC31097
Remote Similarity	0.6264	NPC198988
Remote Similarity	0.6263	NPC254762
Remote Similarity	0.6257	NPC124542
Remote Similarity	0.6257	NPC59779
Remote Similarity	0.6257	NPC85651
Remote Similarity	0.6257	NPC471177
Remote Similarity	0.6256	NPC39092
Remote Similarity	0.625	NPC70922
Remote Similarity	0.625	NPC212376
Remote Similarity	0.625	NPC476297
Remote Similarity	0.625	NPC211572
Remote Similarity	0.625	NPC75540
Remote Similarity	0.625	NPC80597
Remote Similarity	0.625	NPC469938
Remote Similarity	0.6244	NPC476319
Remote Similarity	0.6238	NPC195314
Remote Similarity	0.6237	NPC135141
Remote Similarity	0.6237	NPC92796
Remote Similarity	0.6237	NPC72980
Remote Similarity	0.6225	NPC265576
Remote Similarity	0.6222	NPC470440
Remote Similarity	0.622	NPC471155
Remote Similarity	0.6219	NPC99666
Remote Similarity	0.6218	NPC472122
Remote Similarity	0.6218	NPC24594
Remote Similarity	0.6216	NPC285469
Remote Similarity	0.6216	NPC469785
Remote Similarity	0.6215	NPC183407
Remote Similarity	0.6209	NPC5145
Remote Similarity	0.6207	NPC472193
Remote Similarity	0.6205	NPC249662
Remote Similarity	0.6203	NPC81229
Remote Similarity	0.6203	NPC255229
Remote Similarity	0.6201	NPC477890
Remote Similarity	0.62	NPC95783
Remote Similarity	0.6193	NPC125746
Remote Similarity	0.6193	NPC190007
Remote Similarity	0.6193	NPC220851
Remote Similarity	0.619	NPC270241
Remote Similarity	0.619	NPC471178
Remote Similarity	0.6186	NPC59269
Remote Similarity	0.6183	NPC469762
Remote Similarity	0.6175	NPC24678
Remote Similarity	0.6175	NPC105818
Remote Similarity	0.6172	NPC225400
Remote Similarity	0.617	NPC225018
Remote Similarity	0.6167	NPC470824
Remote Similarity	0.6167	NPC242556
Remote Similarity	0.6166	NPC317054
Remote Similarity	0.6162	NPC38736
Remote Similarity	0.6162	NPC94943
Remote Similarity	0.6162	NPC470507
Remote Similarity	0.6154	NPC143325
Remote Similarity	0.6154	NPC270009
Remote Similarity	0.6154	NPC133261
Remote Similarity	0.615	NPC471122
Remote Similarity	0.615	NPC475990
Remote Similarity	0.615	NPC221786
Remote Similarity	0.615	NPC474880
Remote Similarity	0.6146	NPC212213
Remote Similarity	0.6143	NPC472538
Remote Similarity	0.6143	NPC470786
Remote Similarity	0.6142	NPC243058
Remote Similarity	0.6139	NPC304187
Remote Similarity	0.6139	NPC477166
Remote Similarity	0.6138	NPC247987
Remote Similarity	0.6138	NPC311276
Remote Similarity	0.6138	NPC159319
Remote Similarity	0.6138	NPC162268
Remote Similarity	0.6136	NPC325252
Remote Similarity	0.6135	NPC288232
Remote Similarity	0.6133	NPC159856
Remote Similarity	0.6131	NPC171171
Remote Similarity	0.6131	NPC94752
Remote Similarity	0.6129	NPC477889
Remote Similarity	0.6127	NPC470787
Remote Similarity	0.6127	NPC472540
Remote Similarity	0.6127	NPC472539
Remote Similarity	0.6122	NPC472105
Remote Similarity	0.6122	NPC15840
Remote Similarity	0.6122	NPC187827
Remote Similarity	0.612	NPC187951
Remote Similarity	0.6119	NPC469501
Remote Similarity	0.6119	NPC469470
Remote Similarity	0.6117	NPC122141
Remote Similarity	0.6117	NPC229173
Remote Similarity	0.6114	NPC259545
Remote Similarity	0.6111	NPC304926
Remote Similarity	0.6111	NPC476041
Remote Similarity	0.6111	NPC203635
Remote Similarity	0.6111	NPC21429
Remote Similarity	0.6111	NPC470003
Remote Similarity	0.6103	NPC219848
Remote Similarity	0.6103	NPC248454
Remote Similarity	0.6098	NPC147957
Remote Similarity	0.6098	NPC472541
Remote Similarity	0.6098	NPC472542
Remote Similarity	0.6096	NPC469428
Remote Similarity	0.6096	NPC26850
Remote Similarity	0.6096	NPC469897
Remote Similarity	0.6094	NPC194411
Remote Similarity	0.6091	NPC192270
Remote Similarity	0.6089	NPC59084
Remote Similarity	0.6089	NPC2949
Remote Similarity	0.6085	NPC47298
Remote Similarity	0.6085	NPC16667
Remote Similarity	0.6085	NPC133470
Remote Similarity	0.6085	NPC315214
Remote Similarity	0.6085	NPC191863
Remote Similarity	0.6085	NPC289776
Remote Similarity	0.6077	NPC223427
Remote Similarity	0.6073	NPC474561
Remote Similarity	0.6073	NPC216221
Remote Similarity	0.6073	NPC160105

Drug Structure

NPD5153 OpenBabel08211706322D 32 35 0 0 0 0 0 0 0 0999 V2000 9.3769 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8383 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8601 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1473 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1910 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -1.1636 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 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -2.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -2.1636 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 8.5109 -2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 -2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 19 2 0 0 0 0 10 20 2 0 0 0 0 11 24 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 27 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 29 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 24 2 3 0 0 0 22 28 1 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 25 29 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000003
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	127912
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.19
ALogP	-0.9451
MLogP	3.11
XLogP	4.53
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	106.22
RO5 Violation	0