NPASS drugs

Drug Information

Drug ID:	NPD6183
Drug Name:
Molecular Formula:	C25H24FNO4
Canonical SMILES:	O[C@H](C[C@@H](/C=C/c1c(nc2c(c1c1ccc(cc1)F)cccc2)C1CC1)O)CC(=O)[O-]
Standard InCHI:	InChI=1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/p-1/b12-11+/t18-,19-/m1/s1
Standard InCHIKey:	VGYFMXBACGZSIL-MCBHFWOFSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6183

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	199
0.1-0.2	898
0.2-0.3	3402
0.3-0.4	11231
0.4-0.5	11903
0.5-0.6	2057
0.6-0.7	1122
0.7-0.8	77
0.8-0.85	1
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	0.8232	NPC102008
Intermediate Similarity	0.7592	NPC314648
Intermediate Similarity	0.7541	NPC472323
Intermediate Similarity	0.75	NPC175474
Intermediate Similarity	0.7487	NPC181502
Intermediate Similarity	0.7487	NPC85066
Intermediate Similarity	0.7487	NPC314834
Intermediate Similarity	0.7473	NPC470003
Intermediate Similarity	0.7461	NPC315638
Intermediate Similarity	0.7461	NPC314855
Intermediate Similarity	0.7461	NPC313345
Intermediate Similarity	0.7461	NPC313796
Intermediate Similarity	0.7461	NPC18661
Intermediate Similarity	0.746	NPC50503
Intermediate Similarity	0.7448	NPC476115
Intermediate Similarity	0.7423	NPC315545
Intermediate Similarity	0.7423	NPC314297
Intermediate Similarity	0.7403	NPC15840
Intermediate Similarity	0.7391	NPC90415
Intermediate Similarity	0.7382	NPC81654
Intermediate Similarity	0.7382	NPC249150
Intermediate Similarity	0.7382	NPC79129
Intermediate Similarity	0.7382	NPC195461
Intermediate Similarity	0.7382	NPC49196
Intermediate Similarity	0.7382	NPC313985
Intermediate Similarity	0.7356	NPC322644
Intermediate Similarity	0.7293	NPC326575
Intermediate Similarity	0.7273	NPC206967
Intermediate Similarity	0.7245	NPC474905
Intermediate Similarity	0.7238	NPC84347
Intermediate Similarity	0.7228	NPC243058
Intermediate Similarity	0.7219	NPC61435
Intermediate Similarity	0.7189	NPC203635
Intermediate Similarity	0.7188	NPC52557
Intermediate Similarity	0.7182	NPC303225
Intermediate Similarity	0.7174	NPC113626
Intermediate Similarity	0.7161	NPC162689
Intermediate Similarity	0.7161	NPC54102
Intermediate Similarity	0.7158	NPC256268
Intermediate Similarity	0.7151	NPC472107
Intermediate Similarity	0.7151	NPC79062
Intermediate Similarity	0.715	NPC241024
Intermediate Similarity	0.715	NPC280714
Intermediate Similarity	0.7143	NPC129909
Intermediate Similarity	0.7143	NPC472122
Intermediate Similarity	0.7143	NPC24594
Intermediate Similarity	0.7143	NPC203754
Intermediate Similarity	0.7143	NPC150048
Intermediate Similarity	0.7129	NPC476114
Intermediate Similarity	0.7113	NPC254240
Intermediate Similarity	0.7113	NPC294909
Intermediate Similarity	0.7113	NPC128265
Intermediate Similarity	0.7113	NPC199851
Intermediate Similarity	0.7113	NPC312870
Intermediate Similarity	0.7112	NPC99428
Intermediate Similarity	0.7112	NPC194040
Intermediate Similarity	0.7105	NPC55493
Intermediate Similarity	0.7104	NPC28848
Intermediate Similarity	0.7104	NPC219848
Intermediate Similarity	0.7104	NPC14325
Intermediate Similarity	0.7088	NPC469938
Intermediate Similarity	0.7072	NPC126492
Intermediate Similarity	0.7065	NPC213468
Intermediate Similarity	0.7053	NPC472097
Intermediate Similarity	0.705	NPC234999
Intermediate Similarity	0.7043	NPC472104
Intermediate Similarity	0.7041	NPC476874
Intermediate Similarity	0.7029	NPC470507
Intermediate Similarity	0.7027	NPC472105
Intermediate Similarity	0.7027	NPC198339
Intermediate Similarity	0.7027	NPC187827
Intermediate Similarity	0.7021	NPC478077
Intermediate Similarity	0.702	NPC238457
Intermediate Similarity	0.7005	NPC320394
Intermediate Similarity	0.7005	NPC472119
Intermediate Similarity	0.7	NPC477548
Intermediate Similarity	0.7	NPC122718
Intermediate Similarity	0.7	NPC33949
Remote Similarity	0.6995	NPC189812
Remote Similarity	0.6995	NPC329688
Remote Similarity	0.6989	NPC71037
Remote Similarity	0.6989	NPC302191
Remote Similarity	0.6987	NPC81561
Remote Similarity	0.698	NPC244856
Remote Similarity	0.6978	NPC6982
Remote Similarity	0.6976	NPC82070
Remote Similarity	0.6976	NPC281049
Remote Similarity	0.6975	NPC278451
Remote Similarity	0.6971	NPC200743
Remote Similarity	0.6961	NPC154293
Remote Similarity	0.6954	NPC328318
Remote Similarity	0.6954	NPC328596
Remote Similarity	0.6952	NPC139291
Remote Similarity	0.6952	NPC472109
Remote Similarity	0.6952	NPC472110
Remote Similarity	0.6952	NPC472108
Remote Similarity	0.6952	NPC143533
Remote Similarity	0.695	NPC470280
Remote Similarity	0.6947	NPC102338
Remote Similarity	0.6947	NPC63199
Remote Similarity	0.6947	NPC111602
Remote Similarity	0.6947	NPC196251
Remote Similarity	0.6942	NPC52254
Remote Similarity	0.6941	NPC60553
Remote Similarity	0.694	NPC34508
Remote Similarity	0.694	NPC191310
Remote Similarity	0.6935	NPC24864
Remote Similarity	0.6931	NPC204303
Remote Similarity	0.6931	NPC311858
Remote Similarity	0.6923	NPC473747
Remote Similarity	0.6923	NPC149708
Remote Similarity	0.6923	NPC148140
Remote Similarity	0.6923	NPC474916
Remote Similarity	0.6919	NPC217372
Remote Similarity	0.6919	NPC183662
Remote Similarity	0.6919	NPC165599
Remote Similarity	0.6919	NPC234987
Remote Similarity	0.6919	NPC15573
Remote Similarity	0.6915	NPC258480
Remote Similarity	0.6915	NPC207851
Remote Similarity	0.6909	NPC256893
Remote Similarity	0.6907	NPC245916
Remote Similarity	0.69	NPC244741
Remote Similarity	0.6897	NPC475778
Remote Similarity	0.6897	NPC288445
Remote Similarity	0.6888	NPC192674
Remote Similarity	0.6888	NPC50997
Remote Similarity	0.6888	NPC160127
Remote Similarity	0.6885	NPC158129
Remote Similarity	0.6882	NPC270009
Remote Similarity	0.6882	NPC219336
Remote Similarity	0.6879	NPC161292
Remote Similarity	0.6868	NPC44161
Remote Similarity	0.6868	NPC317430
Remote Similarity	0.6868	NPC78020
Remote Similarity	0.6863	NPC306644
Remote Similarity	0.6863	NPC317752
Remote Similarity	0.6863	NPC236424
Remote Similarity	0.686	NPC242556
Remote Similarity	0.6856	NPC19692
Remote Similarity	0.6856	NPC289299
Remote Similarity	0.6856	NPC220151
Remote Similarity	0.6856	NPC57994
Remote Similarity	0.6854	NPC26850
Remote Similarity	0.6853	NPC214428
Remote Similarity	0.6848	NPC477976
Remote Similarity	0.6848	NPC97525
Remote Similarity	0.6845	NPC478032
Remote Similarity	0.6842	NPC66210
Remote Similarity	0.6842	NPC315555
Remote Similarity	0.6836	NPC471458
Remote Similarity	0.6834	NPC98715
Remote Similarity	0.6829	NPC274842
Remote Similarity	0.6829	NPC471284
Remote Similarity	0.6828	NPC283152
Remote Similarity	0.6823	NPC329858
Remote Similarity	0.6816	NPC46225
Remote Similarity	0.6816	NPC225821
Remote Similarity	0.6816	NPC193238
Remote Similarity	0.6814	NPC235900
Remote Similarity	0.6814	NPC318299
Remote Similarity	0.681	NPC475271
Remote Similarity	0.6809	NPC314394
Remote Similarity	0.68	NPC37548
Remote Similarity	0.6796	NPC8104
Remote Similarity	0.6796	NPC271797
Remote Similarity	0.6796	NPC21174
Remote Similarity	0.6796	NPC40779
Remote Similarity	0.6791	NPC472443
Remote Similarity	0.6791	NPC133261
Remote Similarity	0.6789	NPC62510
Remote Similarity	0.6788	NPC473763
Remote Similarity	0.6788	NPC117244
Remote Similarity	0.6784	NPC162730
Remote Similarity	0.6784	NPC474116
Remote Similarity	0.6782	NPC258062
Remote Similarity	0.6782	NPC127677
Remote Similarity	0.678	NPC221100
Remote Similarity	0.678	NPC229348
Remote Similarity	0.678	NPC234078
Remote Similarity	0.6772	NPC159125
Remote Similarity	0.6772	NPC325093
Remote Similarity	0.6772	NPC322043
Remote Similarity	0.6772	NPC327373
Remote Similarity	0.6772	NPC19679
Remote Similarity	0.6771	NPC183805
Remote Similarity	0.6771	NPC321708
Remote Similarity	0.6769	NPC474121
Remote Similarity	0.6768	NPC475151
Remote Similarity	0.6766	NPC317373
Remote Similarity	0.6766	NPC277350
Remote Similarity	0.6763	NPC312645
Remote Similarity	0.676	NPC469762
Remote Similarity	0.6757	NPC472123
Remote Similarity	0.6755	NPC469896
Remote Similarity	0.6754	NPC62749
Remote Similarity	0.6754	NPC235684
Remote Similarity	0.675	NPC317572
Remote Similarity	0.675	NPC215519
Remote Similarity	0.6748	NPC313640

Drug Structure

NPD6183 OpenBabel08211709092D 33 36 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 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 2.5981 -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 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 3.4641 3.0000 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 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 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 -0.8660 1.5000 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 0.0000 4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 2 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 0.8660 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 2.5981 5.5000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 20 2 0 0 0 0 4 22 2 0 0 0 0 5 6 1 0 0 0 0 5 16 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 12 21 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 11 1 1 0 0 0 18 28 1 0 0 0 0 19 13 1 1 0 0 0 19 29 1 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 27 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 25 27 2 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 M CHG 1 31 -1 M END $$$$

External Identifiers

TTD	DNC001025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5282451
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.16
ALogP	-1.0396
MLogP	3.55
XLogP	4.568
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	93.48
RO5 Violation	0