NPASS drugs

Drug Information

Drug ID:	NPD5398
Drug Name:
Molecular Formula:	C23H15F2NO2
Canonical SMILES:	Fc1ccc2c(c1)c(C(=O)O)c(c(n2)c1ccc(cc1)c1ccccc1F)C
Standard InCHI:	InChI=1S/C23H15F2NO2/c1-13-21(23(27)28)18-12-16(24)10-11-20(18)26-22(13)15-8-6-14(7-9-15)17-4-2-3-5-19(17)25/h2-12H,1H3,(H,27,28)
Standard InCHIKey:	PHEZJEYUWHETKO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5398

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	253
0.1-0.2	1328
0.2-0.3	5833
0.3-0.4	8744
0.4-0.5	11384
0.5-0.6	1852
0.6-0.7	1393
0.7-0.8	94
0.8-0.85	9
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	0.8434	NPC322644
Intermediate Similarity	0.8343	NPC243058
Intermediate Similarity	0.8314	NPC303225
Intermediate Similarity	0.8266	NPC84347
Intermediate Similarity	0.8218	NPC219848
Intermediate Similarity	0.8202	NPC90415
Intermediate Similarity	0.8192	NPC203635
Intermediate Similarity	0.8171	NPC256268
Intermediate Similarity	0.8101	NPC194040
Intermediate Similarity	0.7861	NPC474916
Intermediate Similarity	0.7801	NPC314648
Intermediate Similarity	0.7725	NPC280714
Intermediate Similarity	0.7713	NPC141454
Intermediate Similarity	0.7672	NPC102008
Intermediate Similarity	0.7629	NPC315545
Intermediate Similarity	0.7629	NPC314297
Intermediate Similarity	0.7622	NPC183805
Intermediate Similarity	0.7614	NPC41717
Intermediate Similarity	0.7609	NPC160381
Intermediate Similarity	0.7577	NPC315638
Intermediate Similarity	0.7577	NPC313345
Intermediate Similarity	0.7577	NPC313796
Intermediate Similarity	0.7577	NPC314855
Intermediate Similarity	0.7568	NPC278434
Intermediate Similarity	0.7553	NPC230403
Intermediate Similarity	0.7513	NPC314834
Intermediate Similarity	0.7513	NPC57398
Intermediate Similarity	0.7487	NPC144381
Intermediate Similarity	0.7474	NPC165599
Intermediate Similarity	0.7461	NPC471944
Intermediate Similarity	0.746	NPC45850
Intermediate Similarity	0.7459	NPC282103
Intermediate Similarity	0.7449	NPC193238
Intermediate Similarity	0.7435	NPC90229
Intermediate Similarity	0.7423	NPC328596
Intermediate Similarity	0.7423	NPC328318
Intermediate Similarity	0.7411	NPC470280
Intermediate Similarity	0.7405	NPC207851
Intermediate Similarity	0.74	NPC31700
Intermediate Similarity	0.738	NPC206186
Intermediate Similarity	0.7365	NPC85443
Intermediate Similarity	0.7363	NPC471743
Intermediate Similarity	0.736	NPC243850
Intermediate Similarity	0.736	NPC244741
Intermediate Similarity	0.7348	NPC191310
Intermediate Similarity	0.7326	NPC288445
Intermediate Similarity	0.7313	NPC317752
Intermediate Similarity	0.731	NPC317373
Intermediate Similarity	0.7308	NPC139763
Intermediate Similarity	0.7278	NPC60553
Intermediate Similarity	0.7277	NPC237740
Intermediate Similarity	0.7264	NPC318299
Intermediate Similarity	0.7264	NPC244856
Intermediate Similarity	0.7263	NPC138370
Intermediate Similarity	0.7259	NPC327592
Intermediate Similarity	0.7249	NPC221873
Intermediate Similarity	0.7236	NPC39679
Intermediate Similarity	0.7228	NPC157583
Intermediate Similarity	0.7228	NPC89508
Intermediate Similarity	0.7214	NPC82370
Intermediate Similarity	0.7211	NPC83111
Intermediate Similarity	0.7206	NPC312645
Intermediate Similarity	0.7182	NPC44161
Intermediate Similarity	0.7164	NPC470020
Intermediate Similarity	0.7163	NPC229893
Intermediate Similarity	0.7158	NPC477976
Intermediate Similarity	0.715	NPC181502
Intermediate Similarity	0.715	NPC276517
Intermediate Similarity	0.715	NPC85066
Intermediate Similarity	0.7143	NPC306644
Intermediate Similarity	0.7143	NPC236424
Intermediate Similarity	0.7135	NPC111275
Intermediate Similarity	0.7129	NPC87413
Intermediate Similarity	0.7128	NPC131887
Intermediate Similarity	0.712	NPC206967
Intermediate Similarity	0.7114	NPC284102
Intermediate Similarity	0.7108	NPC274842
Intermediate Similarity	0.7097	NPC219336
Intermediate Similarity	0.7097	NPC213468
Intermediate Similarity	0.7088	NPC470894
Intermediate Similarity	0.7085	NPC132539
Intermediate Similarity	0.7081	NPC150048
Intermediate Similarity	0.7081	NPC203754
Intermediate Similarity	0.7079	NPC26850
Intermediate Similarity	0.7079	NPC309845
Intermediate Similarity	0.7075	NPC116622
Intermediate Similarity	0.7074	NPC159125
Intermediate Similarity	0.7059	NPC471997
Intermediate Similarity	0.7059	NPC250448
Intermediate Similarity	0.705	NPC300156
Intermediate Similarity	0.7044	NPC9894
Intermediate Similarity	0.7043	NPC217372
Intermediate Similarity	0.7043	NPC183662
Intermediate Similarity	0.7043	NPC15573
Intermediate Similarity	0.7041	NPC67288
Intermediate Similarity	0.7037	NPC472119
Intermediate Similarity	0.7035	NPC476098
Intermediate Similarity	0.7031	NPC329858
Intermediate Similarity	0.7026	NPC472116
Intermediate Similarity	0.7024	NPC118228
Intermediate Similarity	0.7016	NPC472323
Intermediate Similarity	0.7015	NPC270918
Intermediate Similarity	0.7011	NPC158129
Remote Similarity	0.6995	NPC78020
Remote Similarity	0.6995	NPC303951
Remote Similarity	0.699	NPC322064
Remote Similarity	0.699	NPC3207
Remote Similarity	0.699	NPC469928
Remote Similarity	0.699	NPC227582
Remote Similarity	0.6989	NPC56618
Remote Similarity	0.6981	NPC54102
Remote Similarity	0.6981	NPC162689
Remote Similarity	0.698	NPC266249
Remote Similarity	0.697	NPC213308
Remote Similarity	0.6968	NPC15840
Remote Similarity	0.6963	NPC62749
Remote Similarity	0.6963	NPC478077
Remote Similarity	0.6963	NPC99428
Remote Similarity	0.6961	NPC23294
Remote Similarity	0.6959	NPC67551
Remote Similarity	0.6959	NPC55493
Remote Similarity	0.6957	NPC469727
Remote Similarity	0.6957	NPC27041
Remote Similarity	0.6954	NPC306376
Remote Similarity	0.695	NPC134848
Remote Similarity	0.6947	NPC470003
Remote Similarity	0.6943	NPC314333
Remote Similarity	0.6941	NPC114310
Remote Similarity	0.6939	NPC245916
Remote Similarity	0.6933	NPC122718
Remote Similarity	0.6931	NPC321428
Remote Similarity	0.6931	NPC4687
Remote Similarity	0.6931	NPC113626
Remote Similarity	0.6931	NPC283117
Remote Similarity	0.6931	NPC53344
Remote Similarity	0.6927	NPC141353
Remote Similarity	0.6923	NPC472295
Remote Similarity	0.6923	NPC269886
Remote Similarity	0.6923	NPC247735
Remote Similarity	0.6923	NPC476118
Remote Similarity	0.6923	NPC81802
Remote Similarity	0.6923	NPC184408
Remote Similarity	0.6923	NPC472210
Remote Similarity	0.6923	NPC159319
Remote Similarity	0.6919	NPC241024
Remote Similarity	0.6916	NPC472844
Remote Similarity	0.6915	NPC55772
Remote Similarity	0.6915	NPC164340
Remote Similarity	0.6912	NPC123839
Remote Similarity	0.6911	NPC476319
Remote Similarity	0.691	NPC200743
Remote Similarity	0.6909	NPC278451
Remote Similarity	0.6908	NPC330009
Remote Similarity	0.6906	NPC27904
Remote Similarity	0.6898	NPC267885
Remote Similarity	0.6897	NPC210828
Remote Similarity	0.6897	NPC86834
Remote Similarity	0.6895	NPC143533
Remote Similarity	0.6891	NPC175474
Remote Similarity	0.6891	NPC255909
Remote Similarity	0.6891	NPC61435
Remote Similarity	0.6891	NPC321708
Remote Similarity	0.6889	NPC76982
Remote Similarity	0.6888	NPC146724
Remote Similarity	0.6888	NPC289299
Remote Similarity	0.6888	NPC57994
Remote Similarity	0.6884	NPC252338
Remote Similarity	0.6878	NPC294375
Remote Similarity	0.6878	NPC478032
Remote Similarity	0.6875	NPC257142
Remote Similarity	0.6869	NPC473747
Remote Similarity	0.6868	NPC315214
Remote Similarity	0.6868	NPC47298
Remote Similarity	0.6866	NPC317572
Remote Similarity	0.6862	NPC237188
Remote Similarity	0.6862	NPC14325
Remote Similarity	0.6862	NPC28848
Remote Similarity	0.6861	NPC218388
Remote Similarity	0.686	NPC477979
Remote Similarity	0.6857	NPC276657
Remote Similarity	0.6857	NPC174760
Remote Similarity	0.6856	NPC154339
Remote Similarity	0.6855	NPC148140
Remote Similarity	0.6854	NPC473506
Remote Similarity	0.6852	NPC132329
Remote Similarity	0.6845	NPC149155
Remote Similarity	0.6845	NPC118940
Remote Similarity	0.6845	NPC469938
Remote Similarity	0.6845	NPC110500
Remote Similarity	0.6845	NPC312872
Remote Similarity	0.6845	NPC203468
Remote Similarity	0.6842	NPC314394
Remote Similarity	0.684	NPC51388
Remote Similarity	0.6837	NPC267343
Remote Similarity	0.6834	NPC81535
Remote Similarity	0.6831	NPC32028
Remote Similarity	0.6831	NPC8104
Remote Similarity	0.6829	NPC234999
Remote Similarity	0.6828	NPC6982
Remote Similarity	0.6828	NPC126492

Drug Structure

NPD5398 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -3.4641 -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 -2.5981 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 2.5981 0.5000 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 1.7321 2.0000 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 -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 -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 0.8660 0.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 F 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 0.8660 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 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 17 2 0 0 0 0 5 19 2 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 20 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 21 2 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 22 26 2 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC006030
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	57030
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.11
ALogP	1.3616
MLogP	3.44
XLogP	7.03
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	50.19
RO5 Violation	1