NPASS drugs

Drug Information

Drug ID:	NPD3337
Drug Name:	berupipam
Molecular Formula:	C19H19BrClNO2
Canonical SMILES:	CN1CCc2c([C@H](C1)c1cc(Br)cc3c1OCC3)cc(c(c2)Cl)O
Standard InCHI:	InChI=1S/C19H19BrClNO2/c1-22-4-2-11-7-17(21)18(23)9-14(11)16(10-22)15-8-13(20)6-12-3-5-24-19(12)15/h6-9,16,23H,2-5,10H2,1H3/t16-/m0/s1
Standard InCHIKey:	DIKLCFJDIZFAOM-INIZCTEOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3337

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	287
0.1-0.2	1524
0.2-0.3	6066
0.3-0.4	7819
0.4-0.5	6381
0.5-0.6	8162
0.6-0.7	651
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	0.6957	NPC18402
Remote Similarity	0.694	NPC65490
Remote Similarity	0.694	NPC40389
Remote Similarity	0.694	NPC78359
Remote Similarity	0.694	NPC315707
Remote Similarity	0.694	NPC129603
Remote Similarity	0.694	NPC148014
Remote Similarity	0.6769	NPC474498
Remote Similarity	0.6722	NPC476151
Remote Similarity	0.672	NPC124657
Remote Similarity	0.6702	NPC293871
Remote Similarity	0.6702	NPC124433
Remote Similarity	0.6685	NPC135349
Remote Similarity	0.6667	NPC476331
Remote Similarity	0.665	NPC254581
Remote Similarity	0.6648	NPC258222
Remote Similarity	0.6648	NPC477565
Remote Similarity	0.6648	NPC103379
Remote Similarity	0.6647	NPC139335
Remote Similarity	0.6629	NPC470249
Remote Similarity	0.6612	NPC47672
Remote Similarity	0.6611	NPC185838
Remote Similarity	0.6595	NPC475557
Remote Similarity	0.659	NPC193334
Remote Similarity	0.657	NPC246991
Remote Similarity	0.6566	NPC321133
Remote Similarity	0.6562	NPC83198
Remote Similarity	0.6562	NPC204908
Remote Similarity	0.6548	NPC150026
Remote Similarity	0.6538	NPC191376
Remote Similarity	0.6538	NPC179825
Remote Similarity	0.6538	NPC321505
Remote Similarity	0.6534	NPC470248
Remote Similarity	0.6529	NPC110131
Remote Similarity	0.6524	NPC323443
Remote Similarity	0.6524	NPC180756
Remote Similarity	0.6519	NPC145304
Remote Similarity	0.651	NPC298979
Remote Similarity	0.6508	NPC166014
Remote Similarity	0.6508	NPC27410
Remote Similarity	0.6505	NPC233926
Remote Similarity	0.6503	NPC476571
Remote Similarity	0.6503	NPC428
Remote Similarity	0.6503	NPC147390
Remote Similarity	0.6503	NPC76412
Remote Similarity	0.6503	NPC135538
Remote Similarity	0.6503	NPC24233
Remote Similarity	0.6503	NPC246587
Remote Similarity	0.6502	NPC264938
Remote Similarity	0.65	NPC78530
Remote Similarity	0.6497	NPC193528
Remote Similarity	0.6492	NPC134858
Remote Similarity	0.6491	NPC8058
Remote Similarity	0.6484	NPC296085
Remote Similarity	0.648	NPC252901
Remote Similarity	0.648	NPC474128
Remote Similarity	0.6474	NPC60186
Remote Similarity	0.6471	NPC39701
Remote Similarity	0.6471	NPC207757
Remote Similarity	0.6471	NPC110416
Remote Similarity	0.6471	NPC249797
Remote Similarity	0.6471	NPC2413
Remote Similarity	0.6471	NPC189266
Remote Similarity	0.6471	NPC469817
Remote Similarity	0.6471	NPC184026
Remote Similarity	0.6471	NPC295691
Remote Similarity	0.6471	NPC127674
Remote Similarity	0.6471	NPC172765
Remote Similarity	0.6471	NPC278799
Remote Similarity	0.6471	NPC276588
Remote Similarity	0.6471	NPC54379
Remote Similarity	0.6471	NPC193949
Remote Similarity	0.6471	NPC5238
Remote Similarity	0.6471	NPC204828
Remote Similarity	0.6462	NPC232386
Remote Similarity	0.6462	NPC152680
Remote Similarity	0.6462	NPC190783
Remote Similarity	0.6461	NPC470250
Remote Similarity	0.6455	NPC221864
Remote Similarity	0.6452	NPC26601
Remote Similarity	0.6447	NPC21885
Remote Similarity	0.6444	NPC474850
Remote Similarity	0.6444	NPC474851
Remote Similarity	0.6441	NPC131204
Remote Similarity	0.6441	NPC301050
Remote Similarity	0.644	NPC324144
Remote Similarity	0.644	NPC233650
Remote Similarity	0.644	NPC1229
Remote Similarity	0.6436	NPC186063
Remote Similarity	0.6433	NPC81641
Remote Similarity	0.6432	NPC88249
Remote Similarity	0.6432	NPC192768
Remote Similarity	0.6432	NPC151895
Remote Similarity	0.6432	NPC97221
Remote Similarity	0.6432	NPC220858
Remote Similarity	0.6432	NPC302449
Remote Similarity	0.6425	NPC210140
Remote Similarity	0.6421	NPC249274
Remote Similarity	0.6421	NPC205255
Remote Similarity	0.6421	NPC119649
Remote Similarity	0.6421	NPC235143
Remote Similarity	0.6421	NPC230956
Remote Similarity	0.6421	NPC205167
Remote Similarity	0.6421	NPC271388
Remote Similarity	0.6417	NPC477564
Remote Similarity	0.6417	NPC156311
Remote Similarity	0.6417	NPC2295
Remote Similarity	0.6412	NPC255253
Remote Similarity	0.6406	NPC96603
Remote Similarity	0.6406	NPC136508
Remote Similarity	0.6406	NPC238530
Remote Similarity	0.6406	NPC196447
Remote Similarity	0.6406	NPC13504
Remote Similarity	0.6406	NPC306843
Remote Similarity	0.6406	NPC276944
Remote Similarity	0.6406	NPC253043
Remote Similarity	0.6406	NPC78222
Remote Similarity	0.6406	NPC212794
Remote Similarity	0.6406	NPC232514
Remote Similarity	0.6406	NPC477563
Remote Similarity	0.6402	NPC79328
Remote Similarity	0.6393	NPC473934
Remote Similarity	0.6393	NPC71629
Remote Similarity	0.6387	NPC79402
Remote Similarity	0.6387	NPC80759
Remote Similarity	0.6382	NPC305847
Remote Similarity	0.6382	NPC45072
Remote Similarity	0.6378	NPC60538
Remote Similarity	0.6378	NPC207824
Remote Similarity	0.6378	NPC211296
Remote Similarity	0.6368	NPC111485
Remote Similarity	0.6364	NPC82285
Remote Similarity	0.6364	NPC133011
Remote Similarity	0.6355	NPC206900
Remote Similarity	0.6354	NPC125861
Remote Similarity	0.6349	NPC147091
Remote Similarity	0.6345	NPC128560
Remote Similarity	0.6345	NPC229166
Remote Similarity	0.6345	NPC199465
Remote Similarity	0.6344	NPC274026
Remote Similarity	0.6343	NPC196193
Remote Similarity	0.634	NPC158376
Remote Similarity	0.634	NPC306555
Remote Similarity	0.634	NPC117188
Remote Similarity	0.634	NPC145832
Remote Similarity	0.634	NPC284842
Remote Similarity	0.634	NPC12053
Remote Similarity	0.634	NPC150879
Remote Similarity	0.634	NPC205421
Remote Similarity	0.634	NPC474931
Remote Similarity	0.634	NPC81218
Remote Similarity	0.6335	NPC165797
Remote Similarity	0.6335	NPC4304
Remote Similarity	0.6333	NPC314682
Remote Similarity	0.6331	NPC129176
Remote Similarity	0.6324	NPC7467
Remote Similarity	0.6322	NPC283079
Remote Similarity	0.6313	NPC241704
Remote Similarity	0.631	NPC81733
Remote Similarity	0.631	NPC326316
Remote Similarity	0.631	NPC76213
Remote Similarity	0.631	NPC277669
Remote Similarity	0.6298	NPC188163
Remote Similarity	0.6298	NPC213206
Remote Similarity	0.6298	NPC470925
Remote Similarity	0.6298	NPC328750
Remote Similarity	0.6298	NPC474915
Remote Similarity	0.6294	NPC475976
Remote Similarity	0.6292	NPC187616
Remote Similarity	0.6292	NPC49603
Remote Similarity	0.6292	NPC193026
Remote Similarity	0.6292	NPC473107
Remote Similarity	0.6292	NPC11147
Remote Similarity	0.629	NPC219162
Remote Similarity	0.629	NPC109968
Remote Similarity	0.6289	NPC151030
Remote Similarity	0.6289	NPC256012
Remote Similarity	0.6289	NPC195392
Remote Similarity	0.6289	NPC35627
Remote Similarity	0.6289	NPC476002
Remote Similarity	0.6289	NPC240841
Remote Similarity	0.6289	NPC81247
Remote Similarity	0.6289	NPC476573
Remote Similarity	0.6289	NPC317272
Remote Similarity	0.6289	NPC42549
Remote Similarity	0.6289	NPC268503
Remote Similarity	0.6289	NPC250846
Remote Similarity	0.6289	NPC269383
Remote Similarity	0.6286	NPC185313
Remote Similarity	0.6286	NPC160193
Remote Similarity	0.6283	NPC477080
Remote Similarity	0.6281	NPC320223
Remote Similarity	0.6281	NPC114364
Remote Similarity	0.6279	NPC33402
Remote Similarity	0.6272	NPC263835
Remote Similarity	0.6271	NPC325568
Remote Similarity	0.627	NPC210437
Remote Similarity	0.627	NPC51957
Remote Similarity	0.627	NPC106295
Remote Similarity	0.627	NPC16107

Drug Structure

NPD3337 OpenBabel08211703112D 25 28 0 0 1 0 0 0 0 0999 V2000 -3.8510 2.9097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6196 0.2618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5461 0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9144 1.2174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9463 -0.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1931 2.2696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6887 -1.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4956 2.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9567 -0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3538 2.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6887 -0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9705 1.2946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4600 2.9497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8227 0.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7181 1.6801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6737 1.3853 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8227 -1.6035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9567 -1.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0150 0.9999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6825 3.9247 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.8227 -2.6035 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3510 2.0436 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0907 -1.6035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0907 -2.6035 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 4 1 0 0 0 0 2 11 1 0 0 0 0 3 5 1 0 0 0 0 3 12 1 0 0 0 0 4 22 1 0 0 0 0 5 24 1 0 0 0 0 6 12 2 0 0 0 0 6 13 1 0 0 0 0 7 11 2 0 0 0 0 7 17 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 14 2 0 0 0 0 9 18 1 0 0 0 0 10 16 1 0 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 15 19 2 0 0 0 0 16 15 1 6 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010051
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	407.03
ALogP	1.6459
MLogP	3
XLogP	3.642
HDA	1
HBD	1
Rotatable Bonds	5
TPSA	32.7
RO5 Violation	0