NPASS drugs

Drug Information

Drug ID:	NPD3321
Drug Name:	S-364735
Molecular Formula:	C19H18FN3O4
Canonical SMILES:	OCCN=C(c1c(O)c2ncc(cc2n(c1=O)C)Cc1ccc(cc1)F)O
Standard InCHI:	InChI=1S/C19H18FN3O4/c1-23-14-9-12(8-11-2-4-13(20)5-3-11)10-22-16(14)17(25)15(19(23)27)18(26)21-6-7-24/h2-5,9-10,24-25H,6-8H2,1H3,(H,21,26)
Standard InCHIKey:	QWLNINWUBHHOLU-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3321

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	209
0.1-0.2	1370
0.2-0.3	8674
0.3-0.4	9742
0.4-0.5	7424
0.5-0.6	1967
0.6-0.7	1385
0.7-0.8	114
0.8-0.85	5
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	0.8342	NPC212213
Intermediate Similarity	0.8148	NPC239954
Intermediate Similarity	0.8128	NPC198673
Intermediate Similarity	0.8053	NPC168911
Intermediate Similarity	0.8022	NPC24864
Intermediate Similarity	0.7796	NPC470003
Intermediate Similarity	0.776	NPC203754
Intermediate Similarity	0.776	NPC150048
Intermediate Similarity	0.7701	NPC207851
Intermediate Similarity	0.7665	NPC53144
Intermediate Similarity	0.7647	NPC48938
Intermediate Similarity	0.7614	NPC211813
Intermediate Similarity	0.7602	NPC470497
Intermediate Similarity	0.7576	NPC200836
Intermediate Similarity	0.7512	NPC287208
Intermediate Similarity	0.7461	NPC117244
Intermediate Similarity	0.7461	NPC129909
Intermediate Similarity	0.7461	NPC473763
Intermediate Similarity	0.7438	NPC85273
Intermediate Similarity	0.7432	NPC41717
Intermediate Similarity	0.7418	NPC478182
Intermediate Similarity	0.7415	NPC316181
Intermediate Similarity	0.7415	NPC151781
Intermediate Similarity	0.7415	NPC74562
Intermediate Similarity	0.7405	NPC158129
Intermediate Similarity	0.7394	NPC12649
Intermediate Similarity	0.7377	NPC471178
Intermediate Similarity	0.7363	NPC470500
Intermediate Similarity	0.7363	NPC59779
Intermediate Similarity	0.7363	NPC124542
Intermediate Similarity	0.7363	NPC471177
Intermediate Similarity	0.7363	NPC478185
Intermediate Similarity	0.7358	NPC61435
Intermediate Similarity	0.735	NPC57398
Intermediate Similarity	0.734	NPC28848
Intermediate Similarity	0.734	NPC14325
Intermediate Similarity	0.7323	NPC470499
Intermediate Similarity	0.7323	NPC474916
Intermediate Similarity	0.7323	NPC473640
Intermediate Similarity	0.7321	NPC315804
Intermediate Similarity	0.7321	NPC313804
Intermediate Similarity	0.7304	NPC174758
Intermediate Similarity	0.73	NPC475506
Intermediate Similarity	0.7278	NPC256893
Intermediate Similarity	0.7277	NPC472259
Intermediate Similarity	0.7268	NPC5145
Intermediate Similarity	0.7264	NPC155143
Intermediate Similarity	0.7264	NPC328318
Intermediate Similarity	0.7264	NPC328596
Intermediate Similarity	0.7255	NPC82548
Intermediate Similarity	0.7254	NPC311858
Intermediate Similarity	0.7253	NPC293487
Intermediate Similarity	0.7249	NPC326575
Intermediate Similarity	0.724	NPC284678
Intermediate Similarity	0.7236	NPC102008
Intermediate Similarity	0.7225	NPC219963
Intermediate Similarity	0.722	NPC174672
Intermediate Similarity	0.7213	NPC25899
Intermediate Similarity	0.72	NPC192674
Intermediate Similarity	0.7192	NPC470505
Intermediate Similarity	0.7169	NPC477549
Intermediate Similarity	0.7166	NPC473764
Intermediate Similarity	0.7166	NPC314940
Intermediate Similarity	0.7157	NPC471448
Intermediate Similarity	0.7151	NPC478183
Intermediate Similarity	0.715	NPC165495
Intermediate Similarity	0.715	NPC228835
Intermediate Similarity	0.715	NPC46895
Intermediate Similarity	0.7143	NPC469938
Intermediate Similarity	0.7136	NPC477548
Intermediate Similarity	0.7135	NPC478184
Intermediate Similarity	0.7129	NPC300183
Intermediate Similarity	0.7123	NPC128115
Intermediate Similarity	0.712	NPC248462
Intermediate Similarity	0.7113	NPC62510
Intermediate Similarity	0.711	NPC328029
Intermediate Similarity	0.7108	NPC165349
Intermediate Similarity	0.7108	NPC264166
Intermediate Similarity	0.7108	NPC274291
Intermediate Similarity	0.7108	NPC118832
Intermediate Similarity	0.7108	NPC329708
Intermediate Similarity	0.7108	NPC47059
Intermediate Similarity	0.7107	NPC114974
Intermediate Similarity	0.7105	NPC134586
Intermediate Similarity	0.7095	NPC274982
Intermediate Similarity	0.7092	NPC213629
Intermediate Similarity	0.7083	NPC73994
Intermediate Similarity	0.7083	NPC271792
Intermediate Similarity	0.7083	NPC186351
Intermediate Similarity	0.7081	NPC48192
Intermediate Similarity	0.7078	NPC141053
Intermediate Similarity	0.7077	NPC94752
Intermediate Similarity	0.7077	NPC90415
Intermediate Similarity	0.7074	NPC472435
Intermediate Similarity	0.7074	NPC91895
Intermediate Similarity	0.7074	NPC32534
Intermediate Similarity	0.7073	NPC317373
Intermediate Similarity	0.7068	NPC211997
Intermediate Similarity	0.7056	NPC3715
Intermediate Similarity	0.7053	NPC223791
Intermediate Similarity	0.7053	NPC107077
Intermediate Similarity	0.7047	NPC266551
Intermediate Similarity	0.7047	NPC161887
Intermediate Similarity	0.7043	NPC102423
Intermediate Similarity	0.7039	NPC316403
Intermediate Similarity	0.7037	NPC252590
Intermediate Similarity	0.7037	NPC319232
Intermediate Similarity	0.7037	NPC24370
Intermediate Similarity	0.7031	NPC11126
Intermediate Similarity	0.703	NPC81535
Intermediate Similarity	0.703	NPC100321
Intermediate Similarity	0.703	NPC476167
Intermediate Similarity	0.703	NPC123395
Intermediate Similarity	0.7028	NPC314270
Intermediate Similarity	0.7026	NPC295158
Intermediate Similarity	0.7024	NPC327592
Intermediate Similarity	0.7024	NPC314648
Intermediate Similarity	0.7022	NPC472434
Intermediate Similarity	0.7	NPC313791
Remote Similarity	0.6995	NPC15840
Remote Similarity	0.6995	NPC61011
Remote Similarity	0.6995	NPC471997
Remote Similarity	0.6985	NPC324149
Remote Similarity	0.6984	NPC65080
Remote Similarity	0.6983	NPC472436
Remote Similarity	0.698	NPC192315
Remote Similarity	0.6978	NPC316224
Remote Similarity	0.6964	NPC99891
Remote Similarity	0.6959	NPC314394
Remote Similarity	0.6954	NPC17059
Remote Similarity	0.6952	NPC476118
Remote Similarity	0.6952	NPC473057
Remote Similarity	0.6952	NPC78375
Remote Similarity	0.6952	NPC469813
Remote Similarity	0.6952	NPC476446
Remote Similarity	0.6952	NPC97367
Remote Similarity	0.6947	NPC470498
Remote Similarity	0.6946	NPC313421
Remote Similarity	0.6943	NPC133261
Remote Similarity	0.6942	NPC475070
Remote Similarity	0.6938	NPC123839
Remote Similarity	0.6935	NPC131718
Remote Similarity	0.6934	NPC471192
Remote Similarity	0.6931	NPC267928
Remote Similarity	0.6927	NPC471323
Remote Similarity	0.6927	NPC182507
Remote Similarity	0.6927	NPC244536
Remote Similarity	0.6923	NPC266249
Remote Similarity	0.6923	NPC243058
Remote Similarity	0.6919	NPC129721
Remote Similarity	0.6919	NPC317752
Remote Similarity	0.6915	NPC477975
Remote Similarity	0.6915	NPC294693
Remote Similarity	0.6914	NPC29702
Remote Similarity	0.6907	NPC325705
Remote Similarity	0.6907	NPC52831
Remote Similarity	0.6902	NPC63562
Remote Similarity	0.69	NPC56170
Remote Similarity	0.6898	NPC478141
Remote Similarity	0.6893	NPC143325
Remote Similarity	0.6891	NPC83774
Remote Similarity	0.6891	NPC64436
Remote Similarity	0.6888	NPC203635
Remote Similarity	0.6888	NPC320394
Remote Similarity	0.6888	NPC284559
Remote Similarity	0.6887	NPC477979
Remote Similarity	0.6887	NPC478157
Remote Similarity	0.6885	NPC153769
Remote Similarity	0.6884	NPC95783
Remote Similarity	0.6882	NPC84508
Remote Similarity	0.6878	NPC54988
Remote Similarity	0.6878	NPC98187
Remote Similarity	0.6878	NPC474561
Remote Similarity	0.6878	NPC49954
Remote Similarity	0.6878	NPC471944
Remote Similarity	0.6875	NPC139763
Remote Similarity	0.6875	NPC314297
Remote Similarity	0.6875	NPC315545
Remote Similarity	0.6872	NPC292517
Remote Similarity	0.6872	NPC318299
Remote Similarity	0.6872	NPC75634
Remote Similarity	0.6869	NPC281049
Remote Similarity	0.6869	NPC472323
Remote Similarity	0.6868	NPC288445
Remote Similarity	0.6866	NPC226202
Remote Similarity	0.6864	NPC326363
Remote Similarity	0.6863	NPC293917
Remote Similarity	0.6862	NPC311276
Remote Similarity	0.6859	NPC273532
Remote Similarity	0.6852	NPC470502
Remote Similarity	0.6848	NPC281094
Remote Similarity	0.6847	NPC220852
Remote Similarity	0.6847	NPC90229
Remote Similarity	0.6847	NPC78767
Remote Similarity	0.6847	NPC473814
Remote Similarity	0.6847	NPC323752
Remote Similarity	0.6845	NPC324203
Remote Similarity	0.6845	NPC295898
Remote Similarity	0.6845	NPC63338
Remote Similarity	0.6845	NPC322976

Drug Structure

NPD3321 OpenBabel08211703112D 30 32 0 0 0 0 0 0 0 0999 V2000 0.0000 1.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 1.7321 -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 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 -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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 6.9282 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 N 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 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 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 13 2 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 21 1 0 0 0 0 7 24 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 22 2 0 0 0 0 13 20 1 0 0 0 0 14 16 2 0 0 0 0 14 23 1 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 3 0 0 0 18 26 1 0 0 0 0 19 23 1 0 0 0 0 19 27 2 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016165
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.13
ALogP	-0.6304
MLogP	2.67
XLogP	3.066
HDA	7
HBD	3
Rotatable Bonds	10
TPSA	106.25
RO5 Violation	0