NPASS drugs

Drug Information

Drug ID:	NPD3511
Drug Name:	BGC-20-1259
Molecular Formula:	C19H23N3O5
Canonical SMILES:	CN[C@H](c1ccc(cc1)OC(=O)N(C)C)CCOc1ccc(cc1)N(=O)=O
Standard InCHI:	InChI=1S/C19H23N3O5/c1-20-18(12-13-26-16-10-6-15(7-11-16)22(24)25)14-4-8-17(9-5-14)27-19(23)21(2)3/h4-11,18,20H,12-13H2,1-3H3/t18-/m0/s1
Standard InCHIKey:	BGGBDKDNDXWHQP-SFHVURJKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3511

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	198
0.1-0.2	1641
0.2-0.3	9321
0.3-0.4	3297
0.4-0.5	10268
0.5-0.6	5353
0.6-0.7	805
0.7-0.8	7
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	0.7584	NPC288305
Intermediate Similarity	0.7204	NPC473008
Intermediate Similarity	0.7194	NPC471561
Intermediate Similarity	0.7143	NPC230313
Intermediate Similarity	0.7143	NPC243626
Intermediate Similarity	0.707	NPC328267
Intermediate Similarity	0.701	NPC111492
Remote Similarity	0.6989	NPC473007
Remote Similarity	0.6947	NPC473004
Remote Similarity	0.6939	NPC473460
Remote Similarity	0.6927	NPC475393
Remote Similarity	0.6908	NPC26524
Remote Similarity	0.6872	NPC70172
Remote Similarity	0.6866	NPC471532
Remote Similarity	0.685	NPC475133
Remote Similarity	0.6842	NPC474059
Remote Similarity	0.6839	NPC13397
Remote Similarity	0.6826	NPC253429
Remote Similarity	0.6805	NPC474915
Remote Similarity	0.6805	NPC188163
Remote Similarity	0.6805	NPC213206
Remote Similarity	0.6805	NPC328750
Remote Similarity	0.679	NPC172403
Remote Similarity	0.6784	NPC477161
Remote Similarity	0.6782	NPC60538
Remote Similarity	0.6782	NPC207824
Remote Similarity	0.678	NPC80129
Remote Similarity	0.678	NPC187022
Remote Similarity	0.6769	NPC100863
Remote Similarity	0.6746	NPC212850
Remote Similarity	0.6746	NPC83289
Remote Similarity	0.6746	NPC189724
Remote Similarity	0.6746	NPC314682
Remote Similarity	0.6736	NPC471825
Remote Similarity	0.6732	NPC471531
Remote Similarity	0.6719	NPC22476
Remote Similarity	0.6705	NPC76213
Remote Similarity	0.6705	NPC277669
Remote Similarity	0.6702	NPC469831
Remote Similarity	0.6685	NPC24954
Remote Similarity	0.6685	NPC73280
Remote Similarity	0.6683	NPC477160
Remote Similarity	0.6667	NPC320242
Remote Similarity	0.6667	NPC210437
Remote Similarity	0.6667	NPC16107
Remote Similarity	0.6667	NPC51957
Remote Similarity	0.6667	NPC106295
Remote Similarity	0.6667	NPC283207
Remote Similarity	0.6667	NPC476144
Remote Similarity	0.665	NPC475147
Remote Similarity	0.665	NPC473422
Remote Similarity	0.6649	NPC469830
Remote Similarity	0.6648	NPC247639
Remote Similarity	0.6648	NPC25084
Remote Similarity	0.6646	NPC217277
Remote Similarity	0.6633	NPC314948
Remote Similarity	0.6629	NPC2295
Remote Similarity	0.6629	NPC477564
Remote Similarity	0.6629	NPC63370
Remote Similarity	0.6629	NPC475959
Remote Similarity	0.6629	NPC156311
Remote Similarity	0.6629	NPC7467
Remote Similarity	0.6629	NPC36836
Remote Similarity	0.6628	NPC128019
Remote Similarity	0.6628	NPC136860
Remote Similarity	0.6628	NPC476567
Remote Similarity	0.6614	NPC243454
Remote Similarity	0.6614	NPC475479
Remote Similarity	0.6613	NPC108434
Remote Similarity	0.6613	NPC475215
Remote Similarity	0.6608	NPC204546
Remote Similarity	0.6593	NPC299582
Remote Similarity	0.6593	NPC254700
Remote Similarity	0.6592	NPC93593
Remote Similarity	0.659	NPC247298
Remote Similarity	0.6587	NPC266425
Remote Similarity	0.6587	NPC160692
Remote Similarity	0.6584	NPC298486
Remote Similarity	0.6579	NPC97811
Remote Similarity	0.6579	NPC239584
Remote Similarity	0.6575	NPC7393
Remote Similarity	0.6562	NPC21425
Remote Similarity	0.6556	NPC126519
Remote Similarity	0.6556	NPC170503
Remote Similarity	0.6556	NPC203784
Remote Similarity	0.6554	NPC47672
Remote Similarity	0.6552	NPC185838
Remote Similarity	0.655	NPC314113
Remote Similarity	0.6548	NPC478049
Remote Similarity	0.6541	NPC471604
Remote Similarity	0.6536	NPC10730
Remote Similarity	0.6536	NPC10875
Remote Similarity	0.6536	NPC233926
Remote Similarity	0.6534	NPC24233
Remote Similarity	0.6534	NPC246587
Remote Similarity	0.6534	NPC428
Remote Similarity	0.6534	NPC147390
Remote Similarity	0.6534	NPC135538
Remote Similarity	0.6534	NPC476571
Remote Similarity	0.6533	NPC127178
Remote Similarity	0.6528	NPC477186
Remote Similarity	0.6527	NPC97870
Remote Similarity	0.6527	NPC307123
Remote Similarity	0.6527	NPC247018
Remote Similarity	0.6524	NPC218323
Remote Similarity	0.6522	NPC4138
Remote Similarity	0.6522	NPC121275
Remote Similarity	0.6522	NPC284183
Remote Similarity	0.6519	NPC79328
Remote Similarity	0.6519	NPC93653
Remote Similarity	0.6514	NPC245974
Remote Similarity	0.6512	NPC323204
Remote Similarity	0.6512	NPC470925
Remote Similarity	0.6509	NPC237227
Remote Similarity	0.6509	NPC11147
Remote Similarity	0.6508	NPC70092
Remote Similarity	0.65	NPC41178
Remote Similarity	0.65	NPC216459
Remote Similarity	0.65	NPC263835
Remote Similarity	0.65	NPC138487
Remote Similarity	0.65	NPC321133
Remote Similarity	0.6497	NPC40209
Remote Similarity	0.6494	NPC294249
Remote Similarity	0.6492	NPC469829
Remote Similarity	0.6489	NPC285941
Remote Similarity	0.6486	NPC195392
Remote Similarity	0.6485	NPC87714
Remote Similarity	0.6485	NPC268077
Remote Similarity	0.6484	NPC315498
Remote Similarity	0.6484	NPC230942
Remote Similarity	0.648	NPC206372
Remote Similarity	0.648	NPC203424
Remote Similarity	0.6477	NPC191376
Remote Similarity	0.6477	NPC476151
Remote Similarity	0.6477	NPC179825
Remote Similarity	0.6477	NPC321505
Remote Similarity	0.6473	NPC473006
Remote Similarity	0.6468	NPC473005
Remote Similarity	0.6467	NPC314861
Remote Similarity	0.6464	NPC37205
Remote Similarity	0.6464	NPC146288
Remote Similarity	0.6464	NPC160931
Remote Similarity	0.6463	NPC141739
Remote Similarity	0.6463	NPC136112
Remote Similarity	0.6462	NPC281581
Remote Similarity	0.6458	NPC235194
Remote Similarity	0.6457	NPC130926
Remote Similarity	0.6452	NPC21890
Remote Similarity	0.645	NPC138830
Remote Similarity	0.6446	NPC471306
Remote Similarity	0.6446	NPC471321
Remote Similarity	0.6446	NPC283079
Remote Similarity	0.6445	NPC476069
Remote Similarity	0.6444	NPC315257
Remote Similarity	0.6436	NPC207971
Remote Similarity	0.6436	NPC41216
Remote Similarity	0.6433	NPC318591
Remote Similarity	0.6433	NPC231163
Remote Similarity	0.6432	NPC209377
Remote Similarity	0.6429	NPC470392
Remote Similarity	0.6429	NPC204970
Remote Similarity	0.6429	NPC77777
Remote Similarity	0.6425	NPC119722
Remote Similarity	0.6421	NPC287588
Remote Similarity	0.642	NPC296085
Remote Similarity	0.6416	NPC476462
Remote Similarity	0.6415	NPC323948
Remote Similarity	0.6412	NPC196708
Remote Similarity	0.641	NPC174629
Remote Similarity	0.6409	NPC469817
Remote Similarity	0.6409	NPC5238
Remote Similarity	0.6409	NPC207757
Remote Similarity	0.6409	NPC204828
Remote Similarity	0.6409	NPC184026
Remote Similarity	0.6409	NPC54379
Remote Similarity	0.6409	NPC295691
Remote Similarity	0.6409	NPC2413
Remote Similarity	0.6409	NPC189266
Remote Similarity	0.6409	NPC278799
Remote Similarity	0.6409	NPC110416
Remote Similarity	0.6409	NPC193949
Remote Similarity	0.6409	NPC172765
Remote Similarity	0.6409	NPC127674
Remote Similarity	0.6409	NPC276588
Remote Similarity	0.6409	NPC249797
Remote Similarity	0.6409	NPC39701
Remote Similarity	0.6407	NPC160193
Remote Similarity	0.6406	NPC179704
Remote Similarity	0.6404	NPC477565
Remote Similarity	0.6404	NPC103379
Remote Similarity	0.6404	NPC258222
Remote Similarity	0.6402	NPC127082
Remote Similarity	0.6398	NPC223077
Remote Similarity	0.6398	NPC256012
Remote Similarity	0.6398	NPC56887
Remote Similarity	0.6398	NPC240841
Remote Similarity	0.6398	NPC250846
Remote Similarity	0.6398	NPC193853
Remote Similarity	0.6398	NPC304659
Remote Similarity	0.6398	NPC317272

Drug Structure

NPD3511 OpenBabel08211703112D 28 29 0 0 1 0 0 0 0 0999 V2000 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 8 1 0 0 0 0 4 14 2 0 0 0 0 5 9 2 0 0 0 0 5 14 1 0 0 0 0 6 10 1 0 0 0 0 6 15 2 0 0 0 0 7 11 2 0 0 0 0 7 15 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 26 1 0 0 0 0 14 18 1 0 0 0 0 15 22 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 12 1 1 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 19 23 2 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 22 24 2 0 0 0 0 22 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015612
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.16
ALogP	-0.0183
MLogP	2.67
XLogP	4.082
HDA	3
HBD	1
Rotatable Bonds	14
TPSA	93.94
RO5 Violation	0