NPASS drugs

Drug Information

Drug ID:	NPD1996
Drug Name:	AWD-140-190
Molecular Formula:	C16H17BrN2O3
Canonical SMILES:	COC(=O)c1[nH]cc(c1N1CCOCC1)c1ccc(cc1)Br
Standard InCHI:	InChI=1S/C16H17BrN2O3/c1-21-16(20)14-15(19-6-8-22-9-7-19)13(10-18-14)11-2-4-12(17)5-3-11/h2-5,10,18H,6-9H2,1H3
Standard InCHIKey:	VIWMXLPFMKLOCQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1996

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	340
0.1-0.2	2177
0.2-0.3	9652
0.3-0.4	12348
0.4-0.5	3550
0.5-0.6	1563
0.6-0.7	1149
0.7-0.8	107
0.8-0.85	4
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	0.8495	NPC123839
Intermediate Similarity	0.8398	NPC266249
Intermediate Similarity	0.8238	NPC118940
Intermediate Similarity	0.8125	NPC82053
Intermediate Similarity	0.7991	NPC477979
Intermediate Similarity	0.7736	NPC132539
Intermediate Similarity	0.7733	NPC260434
Intermediate Similarity	0.7706	NPC36405
Intermediate Similarity	0.767	NPC138370
Intermediate Similarity	0.7619	NPC148889
Intermediate Similarity	0.7583	NPC123395
Intermediate Similarity	0.7583	NPC103361
Intermediate Similarity	0.7583	NPC237414
Intermediate Similarity	0.7555	NPC182222
Intermediate Similarity	0.7545	NPC229893
Intermediate Similarity	0.7524	NPC77061
Intermediate Similarity	0.7511	NPC312645
Intermediate Similarity	0.7477	NPC57398
Intermediate Similarity	0.7476	NPC135950
Intermediate Similarity	0.7429	NPC88315
Intermediate Similarity	0.7409	NPC207020
Intermediate Similarity	0.7406	NPC262898
Intermediate Similarity	0.7389	NPC122436
Intermediate Similarity	0.7379	NPC284678
Intermediate Similarity	0.7376	NPC89508
Intermediate Similarity	0.7368	NPC469489
Intermediate Similarity	0.7366	NPC168209
Intermediate Similarity	0.7358	NPC179701
Intermediate Similarity	0.7348	NPC315062
Intermediate Similarity	0.7345	NPC175150
Intermediate Similarity	0.7345	NPC243633
Intermediate Similarity	0.7343	NPC311282
Intermediate Similarity	0.7315	NPC473761
Intermediate Similarity	0.7293	NPC192712
Intermediate Similarity	0.7282	NPC243381
Intermediate Similarity	0.7282	NPC275292
Intermediate Similarity	0.7281	NPC165599
Intermediate Similarity	0.7273	NPC267853
Intermediate Similarity	0.726	NPC282103
Intermediate Similarity	0.7256	NPC477004
Intermediate Similarity	0.7253	NPC97902
Intermediate Similarity	0.7253	NPC316411
Intermediate Similarity	0.7243	NPC141454
Intermediate Similarity	0.7241	NPC244897
Intermediate Similarity	0.7241	NPC200553
Intermediate Similarity	0.7241	NPC279189
Intermediate Similarity	0.7234	NPC101350
Intermediate Similarity	0.722	NPC14113
Intermediate Similarity	0.722	NPC84827
Intermediate Similarity	0.722	NPC145885
Intermediate Similarity	0.7217	NPC55493
Intermediate Similarity	0.7209	NPC474916
Intermediate Similarity	0.7207	NPC82370
Intermediate Similarity	0.7205	NPC474196
Intermediate Similarity	0.7203	NPC37152
Intermediate Similarity	0.7196	NPC79356
Intermediate Similarity	0.7196	NPC102592
Intermediate Similarity	0.7195	NPC472070
Intermediate Similarity	0.7191	NPC235685
Intermediate Similarity	0.719	NPC278434
Intermediate Similarity	0.7184	NPC276540
Intermediate Similarity	0.7184	NPC233050
Intermediate Similarity	0.7179	NPC174489
Intermediate Similarity	0.7175	NPC318299
Intermediate Similarity	0.7163	NPC102755
Intermediate Similarity	0.7157	NPC191310
Intermediate Similarity	0.715	NPC469896
Intermediate Similarity	0.7149	NPC162002
Intermediate Similarity	0.7143	NPC317752
Intermediate Similarity	0.7143	NPC214428
Intermediate Similarity	0.7129	NPC207851
Intermediate Similarity	0.7129	NPC110158
Intermediate Similarity	0.7119	NPC15801
Intermediate Similarity	0.7119	NPC26641
Intermediate Similarity	0.7115	NPC191415
Intermediate Similarity	0.7114	NPC216369
Intermediate Similarity	0.711	NPC471944
Intermediate Similarity	0.7108	NPC302647
Intermediate Similarity	0.7108	NPC249614
Intermediate Similarity	0.7105	NPC474195
Intermediate Similarity	0.7104	NPC244741
Intermediate Similarity	0.7103	NPC472295
Intermediate Similarity	0.7103	NPC247735
Intermediate Similarity	0.7103	NPC472210
Intermediate Similarity	0.7103	NPC81802
Intermediate Similarity	0.7103	NPC269886
Intermediate Similarity	0.7102	NPC53534
Intermediate Similarity	0.7097	NPC81535
Intermediate Similarity	0.7091	NPC327592
Intermediate Similarity	0.7091	NPC470505
Intermediate Similarity	0.7073	NPC258048
Intermediate Similarity	0.7059	NPC472064
Intermediate Similarity	0.7059	NPC317373
Intermediate Similarity	0.7051	NPC67288
Intermediate Similarity	0.7048	NPC472285
Intermediate Similarity	0.7046	NPC104712
Intermediate Similarity	0.7037	NPC245916
Intermediate Similarity	0.7035	NPC50562
Intermediate Similarity	0.703	NPC274981
Intermediate Similarity	0.7023	NPC198673
Intermediate Similarity	0.7022	NPC110182
Intermediate Similarity	0.7019	NPC126709
Intermediate Similarity	0.7019	NPC248041
Intermediate Similarity	0.7018	NPC241024
Intermediate Similarity	0.7015	NPC470680
Intermediate Similarity	0.7015	NPC100104
Intermediate Similarity	0.7004	NPC67658
Intermediate Similarity	0.7	NPC472069
Intermediate Similarity	0.7	NPC472062
Intermediate Similarity	0.7	NPC152620
Intermediate Similarity	0.7	NPC472063
Remote Similarity	0.6991	NPC221100
Remote Similarity	0.6991	NPC19692
Remote Similarity	0.6991	NPC220151
Remote Similarity	0.6991	NPC234078
Remote Similarity	0.6987	NPC74360
Remote Similarity	0.6987	NPC269270
Remote Similarity	0.6982	NPC277350
Remote Similarity	0.6982	NPC472065
Remote Similarity	0.6977	NPC472292
Remote Similarity	0.6974	NPC27041
Remote Similarity	0.6972	NPC168911
Remote Similarity	0.6967	NPC46895
Remote Similarity	0.6964	NPC478158
Remote Similarity	0.6962	NPC245055
Remote Similarity	0.6961	NPC41717
Remote Similarity	0.696	NPC478157
Remote Similarity	0.6959	NPC472116
Remote Similarity	0.6959	NPC472293
Remote Similarity	0.6957	NPC323969
Remote Similarity	0.6957	NPC14686
Remote Similarity	0.6953	NPC24370
Remote Similarity	0.6953	NPC319232
Remote Similarity	0.6949	NPC196718
Remote Similarity	0.6943	NPC281049
Remote Similarity	0.6941	NPC284338
Remote Similarity	0.6941	NPC472296
Remote Similarity	0.6941	NPC472297
Remote Similarity	0.6938	NPC283219
Remote Similarity	0.6937	NPC472259
Remote Similarity	0.6927	NPC167710
Remote Similarity	0.6926	NPC60621
Remote Similarity	0.6923	NPC34580
Remote Similarity	0.6923	NPC267885
Remote Similarity	0.6923	NPC124920
Remote Similarity	0.6923	NPC304307
Remote Similarity	0.6923	NPC118559
Remote Similarity	0.6919	NPC48938
Remote Similarity	0.6916	NPC44354
Remote Similarity	0.6916	NPC102338
Remote Similarity	0.6916	NPC63199
Remote Similarity	0.6916	NPC472291
Remote Similarity	0.6916	NPC476287
Remote Similarity	0.6916	NPC196251
Remote Similarity	0.6916	NPC111602
Remote Similarity	0.6913	NPC292958
Remote Similarity	0.6913	NPC288987
Remote Similarity	0.6912	NPC202812
Remote Similarity	0.6911	NPC471536
Remote Similarity	0.6905	NPC61011
Remote Similarity	0.6905	NPC73994
Remote Similarity	0.6901	NPC160381
Remote Similarity	0.6901	NPC235684
Remote Similarity	0.6895	NPC239954
Remote Similarity	0.6894	NPC100547
Remote Similarity	0.6892	NPC317701
Remote Similarity	0.6889	NPC61038
Remote Similarity	0.6884	NPC329858
Remote Similarity	0.6884	NPC314333
Remote Similarity	0.6884	NPC83111
Remote Similarity	0.6881	NPC474492
Remote Similarity	0.6878	NPC102593
Remote Similarity	0.6875	NPC203468
Remote Similarity	0.6875	NPC149155
Remote Similarity	0.6875	NPC110500
Remote Similarity	0.6872	NPC26679
Remote Similarity	0.6872	NPC470702
Remote Similarity	0.6872	NPC473218
Remote Similarity	0.687	NPC475736
Remote Similarity	0.6866	NPC326422
Remote Similarity	0.6864	NPC223409
Remote Similarity	0.6864	NPC95240
Remote Similarity	0.6864	NPC322135
Remote Similarity	0.6857	NPC91868
Remote Similarity	0.6857	NPC219336
Remote Similarity	0.6857	NPC63971
Remote Similarity	0.6856	NPC471192
Remote Similarity	0.6854	NPC133003
Remote Similarity	0.6851	NPC261251
Remote Similarity	0.6849	NPC284888
Remote Similarity	0.6849	NPC106824
Remote Similarity	0.6849	NPC323752
Remote Similarity	0.6847	NPC476874
Remote Similarity	0.6847	NPC328596
Remote Similarity	0.6847	NPC328318
Remote Similarity	0.6845	NPC470894
Remote Similarity	0.6844	NPC178858
Remote Similarity	0.6842	NPC476419
Remote Similarity	0.6842	NPC470703
Remote Similarity	0.6835	NPC14288

Drug Structure

NPD1996 OpenBabel08211701392D 23 25 0 0 0 0 0 0 0 0999 V2000 2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7044 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4965 4.2346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1977 3.8745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 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 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 3.2024 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0388 2.5873 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 0.1615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9013 1.8841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4546 4.5436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 22 1 0 0 0 0 9 22 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001408
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.04
ALogP	0.3851
MLogP	2.56
XLogP	2.365
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	54.56
RO5 Violation	0