NPASS drugs

Drug Information

Drug ID:	NPD1224
Drug Name:	Bms-863233
Molecular Formula:	C14H12ClN3O2.ClH
Canonical SMILES:	Clc1ccc2c(c1)c1nc(nc(c1o2)O)C1CCCN1.Cl
Standard InCHI:	InChI=1S/C14H12ClN3O2.ClH/c15-7-3-4-10-8(6-7)11-12(20-10)14(19)18-13(17-11)9-2-1-5-16-9;/h3-4,6,9,16H,1-2,5H2,(H,17,18,19);1H
Standard InCHIKey:	UNDKJUKLBNARIZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1224

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	518
0.1-0.2	4879
0.2-0.3	8100
0.3-0.4	7544
0.4-0.5	7940
0.5-0.6	1698
0.6-0.7	207
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	0.7368	NPC258048
Intermediate Similarity	0.7338	NPC165964
Intermediate Similarity	0.7235	NPC9729
Intermediate Similarity	0.7208	NPC51854
Remote Similarity	0.6861	NPC63109
Remote Similarity	0.6857	NPC473639
Remote Similarity	0.6836	NPC48317
Remote Similarity	0.6836	NPC74619
Remote Similarity	0.6792	NPC35042
Remote Similarity	0.6768	NPC160666
Remote Similarity	0.6704	NPC240384
Remote Similarity	0.6692	NPC208898
Remote Similarity	0.668	NPC50511
Remote Similarity	0.6642	NPC119006
Remote Similarity	0.6629	NPC182222
Remote Similarity	0.6617	NPC196718
Remote Similarity	0.6617	NPC102593
Remote Similarity	0.6607	NPC215837
Remote Similarity	0.6599	NPC116701
Remote Similarity	0.6591	NPC187145
Remote Similarity	0.6582	NPC472067
Remote Similarity	0.6582	NPC472066
Remote Similarity	0.6582	NPC472031
Remote Similarity	0.6569	NPC161801
Remote Similarity	0.6551	NPC77101
Remote Similarity	0.6531	NPC41501
Remote Similarity	0.6507	NPC148889
Remote Similarity	0.6504	NPC471762
Remote Similarity	0.6504	NPC66777
Remote Similarity	0.6498	NPC56271
Remote Similarity	0.6484	NPC171393
Remote Similarity	0.6484	NPC295452
Remote Similarity	0.6477	NPC94842
Remote Similarity	0.6477	NPC314633
Remote Similarity	0.6469	NPC9482
Remote Similarity	0.6455	NPC260434
Remote Similarity	0.645	NPC250178
Remote Similarity	0.6449	NPC472068
Remote Similarity	0.6448	NPC232225
Remote Similarity	0.6444	NPC152620
Remote Similarity	0.6442	NPC194740
Remote Similarity	0.6439	NPC220851
Remote Similarity	0.6429	NPC303374
Remote Similarity	0.6426	NPC63971
Remote Similarity	0.6426	NPC91868
Remote Similarity	0.6415	NPC122436
Remote Similarity	0.6407	NPC329631
Remote Similarity	0.6406	NPC53534
Remote Similarity	0.6404	NPC257851
Remote Similarity	0.6404	NPC157931
Remote Similarity	0.64	NPC316224
Remote Similarity	0.6397	NPC235685
Remote Similarity	0.6388	NPC288987
Remote Similarity	0.6374	NPC101350
Remote Similarity	0.6374	NPC223189
Remote Similarity	0.6371	NPC146418
Remote Similarity	0.637	NPC172355
Remote Similarity	0.6364	NPC323969
Remote Similarity	0.6361	NPC196449
Remote Similarity	0.6361	NPC314222
Remote Similarity	0.6341	NPC160100
Remote Similarity	0.6337	NPC184680
Remote Similarity	0.6336	NPC62995
Remote Similarity	0.632	NPC246381
Remote Similarity	0.6316	NPC169716
Remote Similarity	0.6314	NPC470785
Remote Similarity	0.629	NPC230805
Remote Similarity	0.6287	NPC179896
Remote Similarity	0.6287	NPC323198
Remote Similarity	0.6279	NPC321428
Remote Similarity	0.6274	NPC322064
Remote Similarity	0.6269	NPC471615
Remote Similarity	0.6265	NPC472259
Remote Similarity	0.6263	NPC473188
Remote Similarity	0.6255	NPC470784
Remote Similarity	0.625	NPC207686
Remote Similarity	0.625	NPC27041
Remote Similarity	0.6246	NPC129897
Remote Similarity	0.6245	NPC144114
Remote Similarity	0.6232	NPC477585
Remote Similarity	0.6232	NPC477588
Remote Similarity	0.6232	NPC477586
Remote Similarity	0.6232	NPC477590
Remote Similarity	0.6219	NPC244543
Remote Similarity	0.6216	NPC270918
Remote Similarity	0.6215	NPC469961
Remote Similarity	0.6215	NPC132385
Remote Similarity	0.6206	NPC67401
Remote Similarity	0.6202	NPC132539
Remote Similarity	0.6201	NPC78609
Remote Similarity	0.6199	NPC237978
Remote Similarity	0.6198	NPC89508
Remote Similarity	0.6189	NPC312645
Remote Similarity	0.6179	NPC178858
Remote Similarity	0.6178	NPC472287
Remote Similarity	0.6178	NPC472286
Remote Similarity	0.6171	NPC130570
Remote Similarity	0.6171	NPC205372
Remote Similarity	0.6167	NPC315411
Remote Similarity	0.6165	NPC477806
Remote Similarity	0.6165	NPC291609
Remote Similarity	0.6165	NPC477805
Remote Similarity	0.6165	NPC477796
Remote Similarity	0.6165	NPC303658
Remote Similarity	0.6165	NPC184408
Remote Similarity	0.6165	NPC477795
Remote Similarity	0.6162	NPC192712
Remote Similarity	0.6162	NPC478078
Remote Similarity	0.6159	NPC477587
Remote Similarity	0.6159	NPC477589
Remote Similarity	0.6151	NPC49672
Remote Similarity	0.6149	NPC315499
Remote Similarity	0.6148	NPC35761
Remote Similarity	0.6148	NPC473800
Remote Similarity	0.6148	NPC179287
Remote Similarity	0.6134	NPC216612
Remote Similarity	0.6132	NPC150447
Remote Similarity	0.6132	NPC208060
Remote Similarity	0.6132	NPC216369
Remote Similarity	0.613	NPC41382
Remote Similarity	0.6129	NPC124300
Remote Similarity	0.6126	NPC230403
Remote Similarity	0.6126	NPC315061
Remote Similarity	0.6125	NPC209981
Remote Similarity	0.6121	NPC58209
Remote Similarity	0.6119	NPC128115
Remote Similarity	0.6119	NPC276657
Remote Similarity	0.6117	NPC227824
Remote Similarity	0.6113	NPC477891
Remote Similarity	0.6113	NPC134637
Remote Similarity	0.6111	NPC229893
Remote Similarity	0.6109	NPC101312
Remote Similarity	0.6105	NPC247803
Remote Similarity	0.6101	NPC15801
Remote Similarity	0.61	NPC476098
Remote Similarity	0.6096	NPC472289
Remote Similarity	0.6095	NPC267853
Remote Similarity	0.6095	NPC315062
Remote Similarity	0.6092	NPC243850
Remote Similarity	0.609	NPC470799
Remote Similarity	0.609	NPC148183
Remote Similarity	0.609	NPC152768
Remote Similarity	0.609	NPC8022
Remote Similarity	0.6089	NPC97746
Remote Similarity	0.6087	NPC34770
Remote Similarity	0.6082	NPC74360
Remote Similarity	0.6079	NPC30540
Remote Similarity	0.6074	NPC478141
Remote Similarity	0.6074	NPC278874
Remote Similarity	0.6073	NPC244897
Remote Similarity	0.6071	NPC207620
Remote Similarity	0.6069	NPC116555
Remote Similarity	0.6067	NPC305984
Remote Similarity	0.6065	NPC473187
Remote Similarity	0.6064	NPC107123
Remote Similarity	0.6064	NPC310618
Remote Similarity	0.6061	NPC87413
Remote Similarity	0.6061	NPC220337
Remote Similarity	0.6059	NPC472099
Remote Similarity	0.6059	NPC150239
Remote Similarity	0.6055	NPC185197
Remote Similarity	0.6055	NPC89549
Remote Similarity	0.6053	NPC477979
Remote Similarity	0.6052	NPC322482
Remote Similarity	0.6051	NPC172222
Remote Similarity	0.605	NPC208364
Remote Similarity	0.6049	NPC314882
Remote Similarity	0.6046	NPC325297
Remote Similarity	0.6045	NPC469594
Remote Similarity	0.6045	NPC131885
Remote Similarity	0.6043	NPC473183
Remote Similarity	0.6043	NPC472061
Remote Similarity	0.6041	NPC478010
Remote Similarity	0.6038	NPC110182
Remote Similarity	0.6036	NPC475844
Remote Similarity	0.6036	NPC210296
Remote Similarity	0.6031	NPC244741
Remote Similarity	0.603	NPC288349
Remote Similarity	0.6029	NPC473184
Remote Similarity	0.6029	NPC39370
Remote Similarity	0.6029	NPC316411
Remote Similarity	0.6028	NPC475301
Remote Similarity	0.6028	NPC208522
Remote Similarity	0.6028	NPC53255
Remote Similarity	0.6028	NPC326930
Remote Similarity	0.6028	NPC85879
Remote Similarity	0.6025	NPC476688
Remote Similarity	0.6025	NPC476686
Remote Similarity	0.6025	NPC105758
Remote Similarity	0.6023	NPC123839
Remote Similarity	0.6022	NPC474183
Remote Similarity	0.6022	NPC208084
Remote Similarity	0.6015	NPC471080
Remote Similarity	0.6015	NPC469592
Remote Similarity	0.6015	NPC46970
Remote Similarity	0.6015	NPC39500
Remote Similarity	0.6014	NPC328928
Remote Similarity	0.6014	NPC473186
Remote Similarity	0.6008	NPC266249
Remote Similarity	0.6008	NPC18487

Drug Structure

NPD1224 OpenBabel08211700192D 23 25 0 0 1 0 0 0 0 0999 V2000 0.8943 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8585 -0.6013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9388 -3.0040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0993 -3.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.3857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0992 -1.5492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9388 -2.0339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2591 -2.0340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0601 -1.5496 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.2592 -3.0041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5794 -2.0341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5795 -3.0042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8998 -2.0342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7394 -3.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8197 -1.5253 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.2205 -2.0344 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7393 -1.5494 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8998 -3.0043 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7394 -4.4586 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4196 -3.4890 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0235 1.3843 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.1193 -2.9986 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6250 -4.8530 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 10 1 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 20 1 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 16 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	289.06
ALogP	-0.9053
MLogP	2.34
XLogP	1.809
HDA	3
HBD	2
Rotatable Bonds	3
TPSA	71.18
RO5 Violation	0