NPASS drugs

Drug Information

Drug ID:	NPD167
Drug Name:	Av-101
Molecular Formula:	C10H11ClN2O3
Canonical SMILES:	OC(=O)C(CC(=O)c1ccc(cc1N)Cl)N
Standard InCHI:	InChI=1S/C10H11ClN2O3/c11-5-1-2-6(7(12)3-5)9(14)4-8(13)10(15)16/h1-3,8H,4,12-13H2,(H,15,16)
Standard InCHIKey:	HQLHZNDJQSRKDT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD167

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	150
0.1-0.2	1334
0.2-0.3	5911
0.3-0.4	13179
0.4-0.5	8890
0.5-0.6	1299
0.6-0.7	111
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	3
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
High Similarity	0.9015	NPC58827
High Similarity	0.9015	NPC72473
High Similarity	0.9015	NPC307437
Intermediate Similarity	0.7943	NPC477432
Intermediate Similarity	0.7597	NPC241392
Intermediate Similarity	0.7533	NPC316202
Intermediate Similarity	0.7429	NPC130931
Intermediate Similarity	0.7368	NPC172170
Intermediate Similarity	0.732	NPC314287
Intermediate Similarity	0.7303	NPC43477
Intermediate Similarity	0.7248	NPC253476
Intermediate Similarity	0.7103	NPC226794
Intermediate Similarity	0.7095	NPC194562
Intermediate Similarity	0.708	NPC313981
Intermediate Similarity	0.707	NPC259678
Intermediate Similarity	0.7027	NPC122235
Remote Similarity	0.6948	NPC181527
Remote Similarity	0.6923	NPC229353
Remote Similarity	0.6892	NPC322433
Remote Similarity	0.6863	NPC173295
Remote Similarity	0.6828	NPC150323
Remote Similarity	0.6826	NPC189116
Remote Similarity	0.6821	NPC316746
Remote Similarity	0.6818	NPC293628
Remote Similarity	0.6818	NPC10781
Remote Similarity	0.6818	NPC324569
Remote Similarity	0.6818	NPC122493
Remote Similarity	0.6774	NPC43218
Remote Similarity	0.6774	NPC159722
Remote Similarity	0.6712	NPC179605
Remote Similarity	0.6712	NPC279385
Remote Similarity	0.6689	NPC209389
Remote Similarity	0.6689	NPC254698
Remote Similarity	0.6667	NPC300596
Remote Similarity	0.6667	NPC103292
Remote Similarity	0.6667	NPC237649
Remote Similarity	0.6643	NPC113099
Remote Similarity	0.6643	NPC471318
Remote Similarity	0.6629	NPC316141
Remote Similarity	0.6627	NPC138293
Remote Similarity	0.6627	NPC113056
Remote Similarity	0.6622	NPC268534
Remote Similarity	0.6569	NPC164859
Remote Similarity	0.6561	NPC287358
Remote Similarity	0.6561	NPC122553
Remote Similarity	0.6549	NPC329011
Remote Similarity	0.6531	NPC291962
Remote Similarity	0.6531	NPC177684
Remote Similarity	0.6522	NPC130797
Remote Similarity	0.651	NPC39818
Remote Similarity	0.65	NPC472241
Remote Similarity	0.649	NPC205946
Remote Similarity	0.6486	NPC258531
Remote Similarity	0.6486	NPC161956
Remote Similarity	0.6486	NPC112373
Remote Similarity	0.6475	NPC67043
Remote Similarity	0.6474	NPC472118
Remote Similarity	0.6466	NPC291070
Remote Similarity	0.6466	NPC246757
Remote Similarity	0.6452	NPC40364
Remote Similarity	0.6452	NPC48909
Remote Similarity	0.6443	NPC257490
Remote Similarity	0.6442	NPC478039
Remote Similarity	0.6438	NPC471164
Remote Similarity	0.6437	NPC292265
Remote Similarity	0.6424	NPC192533
Remote Similarity	0.6415	NPC319645
Remote Similarity	0.6387	NPC314098
Remote Similarity	0.6386	NPC314223
Remote Similarity	0.6382	NPC470343
Remote Similarity	0.6382	NPC472244
Remote Similarity	0.638	NPC472242
Remote Similarity	0.6375	NPC472243
Remote Similarity	0.637	NPC197470
Remote Similarity	0.6369	NPC162417
Remote Similarity	0.6369	NPC316104
Remote Similarity	0.6364	NPC319579
Remote Similarity	0.6341	NPC470579
Remote Similarity	0.6323	NPC314431
Remote Similarity	0.6316	NPC317758
Remote Similarity	0.6312	NPC327481
Remote Similarity	0.6286	NPC38262
Remote Similarity	0.6276	NPC474584
Remote Similarity	0.6275	NPC474926
Remote Similarity	0.6273	NPC242933
Remote Similarity	0.6273	NPC181526
Remote Similarity	0.6273	NPC314252
Remote Similarity	0.625	NPC316574
Remote Similarity	0.6234	NPC314278
Remote Similarity	0.6232	NPC12730
Remote Similarity	0.6221	NPC27904
Remote Similarity	0.6218	NPC472245
Remote Similarity	0.6171	NPC182131
Remote Similarity	0.6163	NPC154478
Remote Similarity	0.6158	NPC318183
Remote Similarity	0.6154	NPC470317
Remote Similarity	0.6145	NPC8467
Remote Similarity	0.614	NPC84317
Remote Similarity	0.6131	NPC144691
Remote Similarity	0.6131	NPC13526
Remote Similarity	0.6127	NPC476198
Remote Similarity	0.6121	NPC136002
Remote Similarity	0.6121	NPC314186
Remote Similarity	0.6108	NPC315829
Remote Similarity	0.6107	NPC188867
Remote Similarity	0.6107	NPC281686
Remote Similarity	0.6107	NPC106551
Remote Similarity	0.6099	NPC291426
Remote Similarity	0.6098	NPC301702
Remote Similarity	0.6098	NPC13696
Remote Similarity	0.6093	NPC226143
Remote Similarity	0.6082	NPC114808
Remote Similarity	0.6077	NPC475094
Remote Similarity	0.6069	NPC36495
Remote Similarity	0.6069	NPC216122
Remote Similarity	0.6056	NPC324786
Remote Similarity	0.6053	NPC317564
Remote Similarity	0.6051	NPC150863
Remote Similarity	0.6048	NPC324445
Remote Similarity	0.6039	NPC35996
Remote Similarity	0.6037	NPC471574
Remote Similarity	0.6026	NPC314992
Remote Similarity	0.6024	NPC470822
Remote Similarity	0.6013	NPC280807
Remote Similarity	0.6	NPC2265
Remote Similarity	0.6	NPC472121
Remote Similarity	0.6	NPC293458
Remote Similarity	0.5987	NPC239697
Remote Similarity	0.5986	NPC471310
Remote Similarity	0.5978	NPC355
Remote Similarity	0.5976	NPC207554
Remote Similarity	0.5976	NPC315051
Remote Similarity	0.5967	NPC471743
Remote Similarity	0.5957	NPC313293
Remote Similarity	0.5956	NPC110704
Remote Similarity	0.5956	NPC475685
Remote Similarity	0.5944	NPC177261
Remote Similarity	0.5943	NPC472102
Remote Similarity	0.5943	NPC309531
Remote Similarity	0.5939	NPC2823
Remote Similarity	0.5938	NPC207428
Remote Similarity	0.5932	NPC470069
Remote Similarity	0.5932	NPC52059
Remote Similarity	0.5931	NPC37584
Remote Similarity	0.5929	NPC322598
Remote Similarity	0.5928	NPC190945
Remote Similarity	0.5928	NPC323798
Remote Similarity	0.5922	NPC471778
Remote Similarity	0.5921	NPC142638
Remote Similarity	0.5921	NPC317784
Remote Similarity	0.5916	NPC202812
Remote Similarity	0.5916	NPC21483
Remote Similarity	0.5916	NPC198205
Remote Similarity	0.5909	NPC326079
Remote Similarity	0.5909	NPC257763
Remote Similarity	0.5906	NPC57051
Remote Similarity	0.5878	NPC275410
Remote Similarity	0.5876	NPC204867
Remote Similarity	0.5874	NPC471317
Remote Similarity	0.5874	NPC202613
Remote Similarity	0.5871	NPC27581
Remote Similarity	0.5867	NPC470550
Remote Similarity	0.5867	NPC205652
Remote Similarity	0.5866	NPC167724
Remote Similarity	0.5866	NPC223595
Remote Similarity	0.5866	NPC224970
Remote Similarity	0.5864	NPC313352
Remote Similarity	0.586	NPC97584
Remote Similarity	0.5855	NPC198390
Remote Similarity	0.5852	NPC93653
Remote Similarity	0.5852	NPC322644
Remote Similarity	0.5843	NPC471130
Remote Similarity	0.5838	NPC295021
Remote Similarity	0.5833	NPC259791
Remote Similarity	0.5833	NPC476206
Remote Similarity	0.5833	NPC476129
Remote Similarity	0.5833	NPC476257
Remote Similarity	0.5833	NPC476205
Remote Similarity	0.5833	NPC476256
Remote Similarity	0.5833	NPC476207
Remote Similarity	0.5833	NPC476212
Remote Similarity	0.5829	NPC61013
Remote Similarity	0.5829	NPC123241
Remote Similarity	0.5829	NPC211525
Remote Similarity	0.5829	NPC477999
Remote Similarity	0.5829	NPC153694
Remote Similarity	0.5828	NPC300299
Remote Similarity	0.5825	NPC112752
Remote Similarity	0.5825	NPC311054
Remote Similarity	0.5824	NPC203468
Remote Similarity	0.5824	NPC149155
Remote Similarity	0.5824	NPC110500
Remote Similarity	0.5824	NPC328611
Remote Similarity	0.5824	NPC470548
Remote Similarity	0.5824	NPC248862
Remote Similarity	0.582	NPC316405
Remote Similarity	0.5819	NPC88970
Remote Similarity	0.581	NPC279527
Remote Similarity	0.581	NPC214960
Remote Similarity	0.5804	NPC25458

Drug Structure

NPD167 OpenBabel08201723122D 21 21 0 0 1 0 0 0 0 0999 V2000 0.0000 -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 0.8660 -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 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 0.0000 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 3 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 4 9 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 12 1 0 0 0 0 8 10 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 16 21 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	242.05
ALogP	-1.3814
MLogP	1.9
XLogP	-1.834
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	106.41
RO5 Violation	0