NPASS drugs

Drug Information

Drug ID:	NPD1213
Drug Name:	Vadadustat
Molecular Formula:	C14H11ClN2O4
Canonical SMILES:	OC(=O)CN=C(c1ncc(cc1O)c1cccc(c1)Cl)O
Standard InCHI:	InChI=1S/C14H11ClN2O4/c15-10-3-1-2-8(4-10)9-5-11(18)13(16-6-9)14(21)17-7-12(19)20/h1-6,18H,7H2,(H,17,21)(H,19,20)
Standard InCHIKey:	JGRXMPYUTJLTKT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1213

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	276
0.1-0.2	2345
0.2-0.3	10071
0.3-0.4	6255
0.4-0.5	9073
0.5-0.6	2040
0.6-0.7	754
0.7-0.8	75
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	0.809	NPC252590
Intermediate Similarity	0.7933	NPC473764
Intermediate Similarity	0.7933	NPC314940
Intermediate Similarity	0.7584	NPC269919
Intermediate Similarity	0.7584	NPC132680
Intermediate Similarity	0.75	NPC3715
Intermediate Similarity	0.7472	NPC63562
Intermediate Similarity	0.7418	NPC263439
Intermediate Similarity	0.7418	NPC473057
Intermediate Similarity	0.7411	NPC192315
Intermediate Similarity	0.7405	NPC253810
Intermediate Similarity	0.7404	NPC315804
Intermediate Similarity	0.7404	NPC313804
Intermediate Similarity	0.7403	NPC324203
Intermediate Similarity	0.7403	NPC63338
Intermediate Similarity	0.7403	NPC322976
Intermediate Similarity	0.7377	NPC471178
Intermediate Similarity	0.7374	NPC476167
Intermediate Similarity	0.7363	NPC124542
Intermediate Similarity	0.7363	NPC59779
Intermediate Similarity	0.7363	NPC471177
Intermediate Similarity	0.736	NPC156704
Intermediate Similarity	0.7337	NPC315491
Intermediate Similarity	0.7337	NPC45459
Intermediate Similarity	0.733	NPC220523
Intermediate Similarity	0.7322	NPC211187
Intermediate Similarity	0.731	NPC328029
Intermediate Similarity	0.7297	NPC44161
Intermediate Similarity	0.7273	NPC90229
Intermediate Similarity	0.7273	NPC314270
Intermediate Similarity	0.7258	NPC256828
Intermediate Similarity	0.7255	NPC477111
Intermediate Similarity	0.7243	NPC41717
Intermediate Similarity	0.7241	NPC477113
Intermediate Similarity	0.724	NPC207851
Intermediate Similarity	0.7228	NPC97367
Intermediate Similarity	0.7202	NPC314002
Intermediate Similarity	0.7188	NPC220765
Intermediate Similarity	0.7178	NPC470678
Intermediate Similarity	0.7172	NPC146724
Intermediate Similarity	0.7151	NPC108469
Intermediate Similarity	0.715	NPC204717
Intermediate Similarity	0.715	NPC320394
Intermediate Similarity	0.7143	NPC144381
Intermediate Similarity	0.7143	NPC300114
Intermediate Similarity	0.7128	NPC46580
Intermediate Similarity	0.7122	NPC316403
Intermediate Similarity	0.7121	NPC329541
Intermediate Similarity	0.712	NPC164340
Intermediate Similarity	0.712	NPC25899
Intermediate Similarity	0.712	NPC149402
Intermediate Similarity	0.7105	NPC150048
Intermediate Similarity	0.7105	NPC203754
Intermediate Similarity	0.7094	NPC211813
Intermediate Similarity	0.7083	NPC271792
Intermediate Similarity	0.7083	NPC186351
Intermediate Similarity	0.7081	NPC48192
Intermediate Similarity	0.7079	NPC213308
Intermediate Similarity	0.7077	NPC171171
Intermediate Similarity	0.7076	NPC174421
Intermediate Similarity	0.7071	NPC56170
Intermediate Similarity	0.7071	NPC99666
Intermediate Similarity	0.7039	NPC193238
Intermediate Similarity	0.7035	NPC230403
Intermediate Similarity	0.7031	NPC42979
Intermediate Similarity	0.7024	NPC470500
Intermediate Similarity	0.7019	NPC309845
Intermediate Similarity	0.7016	NPC224764
Intermediate Similarity	0.7015	NPC267928
Intermediate Similarity	0.7014	NPC8022
Intermediate Similarity	0.7014	NPC477110
Intermediate Similarity	0.7014	NPC470799
Intermediate Similarity	0.7011	NPC116573
Intermediate Similarity	0.7011	NPC29702
Intermediate Similarity	0.7005	NPC18348
Intermediate Similarity	0.7	NPC257142
Remote Similarity	0.6995	NPC325705
Remote Similarity	0.6995	NPC52831
Remote Similarity	0.6995	NPC478032
Remote Similarity	0.6985	NPC324149
Remote Similarity	0.6979	NPC184964
Remote Similarity	0.6976	NPC476098
Remote Similarity	0.6976	NPC200836
Remote Similarity	0.6976	NPC53144
Remote Similarity	0.6968	NPC182222
Remote Similarity	0.6966	NPC470404
Remote Similarity	0.6966	NPC470403
Remote Similarity	0.6966	NPC470394
Remote Similarity	0.6957	NPC88008
Remote Similarity	0.6949	NPC318935
Remote Similarity	0.6942	NPC329708
Remote Similarity	0.6942	NPC118832
Remote Similarity	0.6942	NPC47059
Remote Similarity	0.6942	NPC264166
Remote Similarity	0.6942	NPC165349
Remote Similarity	0.6942	NPC274291
Remote Similarity	0.6942	NPC472259
Remote Similarity	0.6938	NPC5145
Remote Similarity	0.6931	NPC77555
Remote Similarity	0.6931	NPC224928
Remote Similarity	0.6919	NPC44354
Remote Similarity	0.6919	NPC476287
Remote Similarity	0.691	NPC60553
Remote Similarity	0.6906	NPC177056
Remote Similarity	0.69	NPC471448
Remote Similarity	0.6898	NPC177404
Remote Similarity	0.6893	NPC475774
Remote Similarity	0.6889	NPC470395
Remote Similarity	0.6888	NPC156059
Remote Similarity	0.6885	NPC284348
Remote Similarity	0.6875	NPC303225
Remote Similarity	0.6875	NPC471312
Remote Similarity	0.6869	NPC36498
Remote Similarity	0.6854	NPC476161
Remote Similarity	0.6853	NPC295158
Remote Similarity	0.6853	NPC42591
Remote Similarity	0.6852	NPC473317
Remote Similarity	0.6845	NPC131718
Remote Similarity	0.6845	NPC57398
Remote Similarity	0.6842	NPC287208
Remote Similarity	0.6837	NPC133306
Remote Similarity	0.6837	NPC48938
Remote Similarity	0.6832	NPC276517
Remote Similarity	0.6829	NPC19872
Remote Similarity	0.6816	NPC195268
Remote Similarity	0.6816	NPC133140
Remote Similarity	0.6814	NPC212213
Remote Similarity	0.6806	NPC116961
Remote Similarity	0.6802	NPC55038
Remote Similarity	0.6798	NPC280853
Remote Similarity	0.6798	NPC32002
Remote Similarity	0.6798	NPC315348
Remote Similarity	0.6798	NPC242209
Remote Similarity	0.6793	NPC153769
Remote Similarity	0.6791	NPC197141
Remote Similarity	0.6786	NPC161887
Remote Similarity	0.6786	NPC266551
Remote Similarity	0.6786	NPC219963
Remote Similarity	0.6782	NPC256893
Remote Similarity	0.6779	NPC475070
Remote Similarity	0.6777	NPC85273
Remote Similarity	0.6773	NPC244536
Remote Similarity	0.6762	NPC476157
Remote Similarity	0.676	NPC245657
Remote Similarity	0.676	NPC285016
Remote Similarity	0.6758	NPC125597
Remote Similarity	0.6757	NPC477112
Remote Similarity	0.6755	NPC322644
Remote Similarity	0.6754	NPC316224
Remote Similarity	0.675	NPC183805
Remote Similarity	0.675	NPC32771
Remote Similarity	0.6746	NPC175602
Remote Similarity	0.6742	NPC471596
Remote Similarity	0.6732	NPC306376
Remote Similarity	0.6731	NPC245816
Remote Similarity	0.6731	NPC476138
Remote Similarity	0.673	NPC185782
Remote Similarity	0.6729	NPC237740
Remote Similarity	0.6727	NPC103687
Remote Similarity	0.6727	NPC24370
Remote Similarity	0.6727	NPC132631
Remote Similarity	0.6727	NPC319232
Remote Similarity	0.6718	NPC96890
Remote Similarity	0.6716	NPC473053
Remote Similarity	0.6713	NPC173080
Remote Similarity	0.6701	NPC470474
Remote Similarity	0.67	NPC473821
Remote Similarity	0.67	NPC307963
Remote Similarity	0.6696	NPC220852
Remote Similarity	0.6684	NPC158129
Remote Similarity	0.6684	NPC102423
Remote Similarity	0.6684	NPC273532
Remote Similarity	0.6684	NPC283219
Remote Similarity	0.6684	NPC118511
Remote Similarity	0.6683	NPC473814
Remote Similarity	0.6683	NPC74153
Remote Similarity	0.6683	NPC78767
Remote Similarity	0.6667	NPC476124
Remote Similarity	0.6667	NPC302159
Remote Similarity	0.6667	NPC161292
Remote Similarity	0.6667	NPC161801
Remote Similarity	0.6667	NPC469727
Remote Similarity	0.6667	NPC230805
Remote Similarity	0.6667	NPC93390
Remote Similarity	0.6667	NPC476121
Remote Similarity	0.6651	NPC61038
Remote Similarity	0.6651	NPC54066
Remote Similarity	0.665	NPC239954
Remote Similarity	0.665	NPC194040
Remote Similarity	0.6649	NPC471294
Remote Similarity	0.6649	NPC477976
Remote Similarity	0.6648	NPC471598
Remote Similarity	0.6636	NPC473822
Remote Similarity	0.6636	NPC26679
Remote Similarity	0.6636	NPC202605
Remote Similarity	0.6636	NPC112206
Remote Similarity	0.6634	NPC251090
Remote Similarity	0.6633	NPC284559
Remote Similarity	0.6632	NPC47298
Remote Similarity	0.6632	NPC315214

Drug Structure

NPD1213 OpenBabel08211700192D 24 25 0 0 0 0 0 0 0 0999 V2000 3.4641 -2.0000 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 -3.4641 -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 2.5981 -3.5000 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 -0.5000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 Cl 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 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 8 1 0 0 0 0 3 10 2 0 0 0 0 4 8 2 0 0 0 0 4 10 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 16 2 0 0 0 0 7 12 1 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 17 2 3 0 0 0 14 21 1 0 0 0 0 18 22 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	306.04
ALogP	-0.2392
MLogP	2.23
XLogP	2.006
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	103.01
RO5 Violation	0