NPASS drugs

Drug Information

Drug ID:	NPD1898
Drug Name:	BY-1949
Molecular Formula:	C16H13NO4
Canonical SMILES:	COc1ccc2c(c1)Oc1ccc(cc1N=C2C)C(=O)O
Standard InCHI:	InChI=1S/C16H13NO4/c1-9-12-5-4-11(20-2)8-15(12)21-14-6-3-10(16(18)19)7-13(14)17-9/h3-8H,1-2H3,(H,18,19)
Standard InCHIKey:	JTZGDJSJVQONAV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1898

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	234
0.1-0.2	1267
0.2-0.3	4496
0.3-0.4	8022
0.4-0.5	3136
0.5-0.6	8612
0.6-0.7	5053
0.7-0.8	66
0.8-0.85	3
0.85-0.9	1
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
High Similarity	0.8571	NPC315631
Intermediate Similarity	0.8218	NPC204179
Intermediate Similarity	0.8156	NPC9475
Intermediate Similarity	0.815	NPC306366
Intermediate Similarity	0.7989	NPC108847
Intermediate Similarity	0.7966	NPC314861
Intermediate Similarity	0.774	NPC231862
Intermediate Similarity	0.7701	NPC132751
Intermediate Similarity	0.7598	NPC57105
Intermediate Similarity	0.7592	NPC70340
Intermediate Similarity	0.7566	NPC288854
Intermediate Similarity	0.7421	NPC313886
Intermediate Similarity	0.7418	NPC227033
Intermediate Similarity	0.7399	NPC323798
Intermediate Similarity	0.7326	NPC314113
Intermediate Similarity	0.7267	NPC314252
Intermediate Similarity	0.7234	NPC8467
Intermediate Similarity	0.7231	NPC475411
Intermediate Similarity	0.7222	NPC314948
Intermediate Similarity	0.7213	NPC475983
Intermediate Similarity	0.716	NPC247779
Intermediate Similarity	0.7136	NPC478049
Intermediate Similarity	0.7126	NPC250266
Intermediate Similarity	0.7126	NPC266597
Intermediate Similarity	0.7126	NPC188879
Intermediate Similarity	0.7119	NPC17760
Intermediate Similarity	0.711	NPC223616
Intermediate Similarity	0.7086	NPC124269
Intermediate Similarity	0.7086	NPC99333
Intermediate Similarity	0.7086	NPC280284
Intermediate Similarity	0.7086	NPC188947
Intermediate Similarity	0.7079	NPC470216
Intermediate Similarity	0.7076	NPC128348
Intermediate Similarity	0.7076	NPC309717
Intermediate Similarity	0.7076	NPC189106
Intermediate Similarity	0.7076	NPC164236
Intermediate Similarity	0.7076	NPC112192
Intermediate Similarity	0.7076	NPC66384
Intermediate Similarity	0.7069	NPC240593
Intermediate Similarity	0.7069	NPC231772
Intermediate Similarity	0.7069	NPC473887
Intermediate Similarity	0.7069	NPC124784
Intermediate Similarity	0.7069	NPC127447
Intermediate Similarity	0.7069	NPC47815
Intermediate Similarity	0.7069	NPC194281
Intermediate Similarity	0.7069	NPC29353
Intermediate Similarity	0.7069	NPC234133
Intermediate Similarity	0.7068	NPC221792
Intermediate Similarity	0.7068	NPC474815
Intermediate Similarity	0.7065	NPC235628
Intermediate Similarity	0.7059	NPC313466
Intermediate Similarity	0.7039	NPC469953
Intermediate Similarity	0.7035	NPC257756
Intermediate Similarity	0.7035	NPC87231
Intermediate Similarity	0.7035	NPC212631
Intermediate Similarity	0.7035	NPC129132
Intermediate Similarity	0.7035	NPC205468
Intermediate Similarity	0.7033	NPC30749
Intermediate Similarity	0.7029	NPC275055
Intermediate Similarity	0.7029	NPC290291
Intermediate Similarity	0.702	NPC114039
Intermediate Similarity	0.702	NPC206109
Intermediate Similarity	0.7017	NPC107636
Intermediate Similarity	0.7016	NPC292213
Intermediate Similarity	0.7016	NPC117713
Intermediate Similarity	0.701	NPC469829
Intermediate Similarity	0.7006	NPC269652
Intermediate Similarity	0.7006	NPC281207
Intermediate Similarity	0.7	NPC99454
Intermediate Similarity	0.7	NPC130176
Remote Similarity	0.6994	NPC188646
Remote Similarity	0.6994	NPC337373
Remote Similarity	0.6994	NPC175098
Remote Similarity	0.6994	NPC263670
Remote Similarity	0.6994	NPC27643
Remote Similarity	0.6994	NPC139813
Remote Similarity	0.6994	NPC192304
Remote Similarity	0.6994	NPC312318
Remote Similarity	0.6994	NPC56031
Remote Similarity	0.6994	NPC472365
Remote Similarity	0.6994	NPC242294
Remote Similarity	0.699	NPC198160
Remote Similarity	0.6983	NPC66404
Remote Similarity	0.6983	NPC95123
Remote Similarity	0.6977	NPC64359
Remote Similarity	0.6977	NPC308037
Remote Similarity	0.6977	NPC262359
Remote Similarity	0.6971	NPC181526
Remote Similarity	0.6971	NPC13408
Remote Similarity	0.6966	NPC105648
Remote Similarity	0.6966	NPC103362
Remote Similarity	0.6966	NPC3188
Remote Similarity	0.6966	NPC136840
Remote Similarity	0.6966	NPC110969
Remote Similarity	0.6961	NPC288759
Remote Similarity	0.6961	NPC15987
Remote Similarity	0.6959	NPC42292
Remote Similarity	0.6959	NPC307732
Remote Similarity	0.6954	NPC286336
Remote Similarity	0.6954	NPC172262
Remote Similarity	0.6954	NPC66705
Remote Similarity	0.6949	NPC225153
Remote Similarity	0.6949	NPC78913
Remote Similarity	0.6949	NPC310135
Remote Similarity	0.6949	NPC222342
Remote Similarity	0.6949	NPC274784
Remote Similarity	0.6949	NPC152042
Remote Similarity	0.6949	NPC20709
Remote Similarity	0.6949	NPC310370
Remote Similarity	0.6949	NPC254994
Remote Similarity	0.6949	NPC261234
Remote Similarity	0.6949	NPC241838
Remote Similarity	0.6949	NPC329203
Remote Similarity	0.6949	NPC150648
Remote Similarity	0.6949	NPC143799
Remote Similarity	0.6949	NPC18260
Remote Similarity	0.6949	NPC265871
Remote Similarity	0.6949	NPC136095
Remote Similarity	0.6949	NPC183642
Remote Similarity	0.6944	NPC134621
Remote Similarity	0.6941	NPC2596
Remote Similarity	0.694	NPC295036
Remote Similarity	0.6938	NPC218303
Remote Similarity	0.6932	NPC103001
Remote Similarity	0.6932	NPC228661
Remote Similarity	0.6927	NPC36181
Remote Similarity	0.6927	NPC202981
Remote Similarity	0.6927	NPC474902
Remote Similarity	0.6927	NPC226636
Remote Similarity	0.6927	NPC11561
Remote Similarity	0.6919	NPC473194
Remote Similarity	0.6919	NPC290227
Remote Similarity	0.6915	NPC127362
Remote Similarity	0.6914	NPC239495
Remote Similarity	0.6914	NPC471316
Remote Similarity	0.6914	NPC9985
Remote Similarity	0.6912	NPC214368
Remote Similarity	0.6911	NPC95412
Remote Similarity	0.691	NPC284550
Remote Similarity	0.691	NPC220106
Remote Similarity	0.691	NPC6407
Remote Similarity	0.691	NPC241100
Remote Similarity	0.691	NPC110228
Remote Similarity	0.691	NPC172986
Remote Similarity	0.691	NPC159275
Remote Similarity	0.691	NPC146679
Remote Similarity	0.691	NPC270883
Remote Similarity	0.691	NPC150522
Remote Similarity	0.691	NPC230285
Remote Similarity	0.691	NPC59951
Remote Similarity	0.691	NPC261227
Remote Similarity	0.691	NPC188243
Remote Similarity	0.691	NPC184536
Remote Similarity	0.691	NPC103342
Remote Similarity	0.691	NPC103904
Remote Similarity	0.691	NPC69769
Remote Similarity	0.691	NPC76445
Remote Similarity	0.691	NPC129853
Remote Similarity	0.6908	NPC257266
Remote Similarity	0.6908	NPC212123
Remote Similarity	0.6906	NPC153758
Remote Similarity	0.6906	NPC470322
Remote Similarity	0.6906	NPC237208
Remote Similarity	0.6906	NPC154217
Remote Similarity	0.6905	NPC305542
Remote Similarity	0.6905	NPC116178
Remote Similarity	0.69	NPC471825
Remote Similarity	0.6897	NPC28753
Remote Similarity	0.6897	NPC82225
Remote Similarity	0.6897	NPC213216
Remote Similarity	0.6897	NPC78540
Remote Similarity	0.6897	NPC57601
Remote Similarity	0.6897	NPC20560
Remote Similarity	0.6897	NPC159623
Remote Similarity	0.6897	NPC294593
Remote Similarity	0.6897	NPC18877
Remote Similarity	0.6897	NPC274121
Remote Similarity	0.6897	NPC204960
Remote Similarity	0.6897	NPC50898
Remote Similarity	0.6897	NPC144051
Remote Similarity	0.6895	NPC83241
Remote Similarity	0.6893	NPC472460
Remote Similarity	0.6893	NPC276905
Remote Similarity	0.6893	NPC201395
Remote Similarity	0.6893	NPC147686
Remote Similarity	0.6893	NPC118813
Remote Similarity	0.6893	NPC329225
Remote Similarity	0.6893	NPC71903
Remote Similarity	0.6889	NPC302181
Remote Similarity	0.6889	NPC106985
Remote Similarity	0.6889	NPC39329
Remote Similarity	0.6889	NPC68104
Remote Similarity	0.6889	NPC149026
Remote Similarity	0.6889	NPC221432
Remote Similarity	0.6889	NPC91560
Remote Similarity	0.6889	NPC257097
Remote Similarity	0.6889	NPC164980
Remote Similarity	0.6889	NPC75049
Remote Similarity	0.6889	NPC196459
Remote Similarity	0.6889	NPC150408

Drug Structure

NPD1898 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 -1.5984 -2.8063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0960 1.2805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9693 -0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4060 -1.1982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2470 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 -3.1235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2459 -1.6235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0988 1.3552 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 5.1120 -2.1235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 20 1 0 0 0 0 3 6 2 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 10 2 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 17 2 0 0 0 0 10 16 1 0 0 0 0 11 20 1 0 0 0 0 12 15 2 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014704
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	283.08
ALogP	-0.5414
MLogP	2.67
XLogP	2.892
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	68.12
RO5 Violation	0