NPASS drugs

Drug Information

Drug ID:	NPD4472
Drug Name:	Pazopanib
Molecular Formula:	C21H23N7O2S
Canonical SMILES:	CN(c1ccc2c(c1)nn(c2C)C)c1ccnc(n1)Nc1ccc(c(c1)S(=O)(=O)N)C
Standard InCHI:	InChI=1S/C21H23N7O2S/c1-13-5-6-15(11-19(13)31(22,29)30)24-21-23-10-9-20(25-21)27(3)16-7-8-17-14(2)28(4)26-18(17)12-16/h5-12H,1-4H3,(H2,22,29,30)(H,23,24,25)
Standard InCHIKey:	CUIHSIWYWATEQL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4472

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	956
0.1-0.2	11518
0.2-0.3	13202
0.3-0.4	2362
0.4-0.5	1498
0.5-0.6	1097
0.6-0.7	254
0.7-0.8	3
0.8-0.85	0
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	0.7536	NPC469308
Intermediate Similarity	0.7222	NPC317054
Intermediate Similarity	0.701	NPC316910
Remote Similarity	0.6965	NPC471579
Remote Similarity	0.6904	NPC470203
Remote Similarity	0.6853	NPC470204
Remote Similarity	0.6837	NPC469897
Remote Similarity	0.6791	NPC314102
Remote Similarity	0.6791	NPC251722
Remote Similarity	0.6768	NPC44773
Remote Similarity	0.6768	NPC215584
Remote Similarity	0.6756	NPC173344
Remote Similarity	0.6735	NPC476219
Remote Similarity	0.6735	NPC120070
Remote Similarity	0.6726	NPC149014
Remote Similarity	0.6712	NPC147810
Remote Similarity	0.67	NPC317105
Remote Similarity	0.6697	NPC66699
Remote Similarity	0.6684	NPC325903
Remote Similarity	0.6683	NPC122141
Remote Similarity	0.6667	NPC53947
Remote Similarity	0.6667	NPC77022
Remote Similarity	0.6652	NPC130570
Remote Similarity	0.665	NPC476297
Remote Similarity	0.665	NPC225018
Remote Similarity	0.6638	NPC216221
Remote Similarity	0.6633	NPC470233
Remote Similarity	0.6633	NPC474791
Remote Similarity	0.6633	NPC56765
Remote Similarity	0.6607	NPC124636
Remote Similarity	0.6598	NPC143872
Remote Similarity	0.6598	NPC288838
Remote Similarity	0.6582	NPC40070
Remote Similarity	0.6578	NPC193370
Remote Similarity	0.6577	NPC175916
Remote Similarity	0.6564	NPC179787
Remote Similarity	0.6564	NPC201380
Remote Similarity	0.6552	NPC49217
Remote Similarity	0.6545	NPC73767
Remote Similarity	0.6545	NPC110126
Remote Similarity	0.6531	NPC321911
Remote Similarity	0.6522	NPC280852
Remote Similarity	0.6513	NPC63545
Remote Similarity	0.651	NPC469768
Remote Similarity	0.651	NPC469784
Remote Similarity	0.651	NPC469780
Remote Similarity	0.651	NPC469783
Remote Similarity	0.651	NPC469761
Remote Similarity	0.651	NPC469767
Remote Similarity	0.651	NPC469779
Remote Similarity	0.6507	NPC16659
Remote Similarity	0.65	NPC216643
Remote Similarity	0.6493	NPC108011
Remote Similarity	0.648	NPC469811
Remote Similarity	0.6477	NPC469766
Remote Similarity	0.6476	NPC307191
Remote Similarity	0.6473	NPC116555
Remote Similarity	0.6468	NPC92796
Remote Similarity	0.6468	NPC318065
Remote Similarity	0.6468	NPC135141
Remote Similarity	0.6468	NPC206819
Remote Similarity	0.6463	NPC267811
Remote Similarity	0.6462	NPC204141
Remote Similarity	0.6459	NPC265710
Remote Similarity	0.6456	NPC201634
Remote Similarity	0.6453	NPC90723
Remote Similarity	0.645	NPC476464
Remote Similarity	0.6449	NPC472289
Remote Similarity	0.644	NPC105127
Remote Similarity	0.644	NPC84911
Remote Similarity	0.6432	NPC200214
Remote Similarity	0.6418	NPC236711
Remote Similarity	0.6396	NPC114209
Remote Similarity	0.6396	NPC471957
Remote Similarity	0.6396	NPC470111
Remote Similarity	0.6387	NPC96102
Remote Similarity	0.6387	NPC29886
Remote Similarity	0.6387	NPC261195
Remote Similarity	0.6386	NPC300238
Remote Similarity	0.6378	NPC314372
Remote Similarity	0.636	NPC471603
Remote Similarity	0.6359	NPC190296
Remote Similarity	0.6354	NPC150259
Remote Similarity	0.6354	NPC125746
Remote Similarity	0.6351	NPC164228
Remote Similarity	0.6349	NPC82295
Remote Similarity	0.634	NPC284635
Remote Similarity	0.634	NPC59084
Remote Similarity	0.6337	NPC286427
Remote Similarity	0.6333	NPC473380
Remote Similarity	0.6333	NPC59269
Remote Similarity	0.6333	NPC240088
Remote Similarity	0.6332	NPC24678
Remote Similarity	0.6332	NPC105818
Remote Similarity	0.6329	NPC194411
Remote Similarity	0.6321	NPC169433
Remote Similarity	0.6314	NPC132631
Remote Similarity	0.6314	NPC103687
Remote Similarity	0.6313	NPC21605
Remote Similarity	0.6311	NPC39092
Remote Similarity	0.6308	NPC63157
Remote Similarity	0.6308	NPC473868
Remote Similarity	0.6305	NPC41257
Remote Similarity	0.63	NPC470823
Remote Similarity	0.63	NPC216713
Remote Similarity	0.6298	NPC82331
Remote Similarity	0.6294	NPC86288
Remote Similarity	0.6293	NPC478182
Remote Similarity	0.6293	NPC478184
Remote Similarity	0.6287	NPC51054
Remote Similarity	0.628	NPC63751
Remote Similarity	0.6275	NPC229173
Remote Similarity	0.627	NPC46358
Remote Similarity	0.6269	NPC469765
Remote Similarity	0.6269	NPC469763
Remote Similarity	0.6269	NPC469786
Remote Similarity	0.6269	NPC259644
Remote Similarity	0.6269	NPC73952
Remote Similarity	0.6269	NPC469760
Remote Similarity	0.6269	NPC25008
Remote Similarity	0.6268	NPC477611
Remote Similarity	0.6267	NPC231536
Remote Similarity	0.6256	NPC279081
Remote Similarity	0.6256	NPC68354
Remote Similarity	0.6256	NPC2949
Remote Similarity	0.625	NPC198988
Remote Similarity	0.625	NPC91895
Remote Similarity	0.625	NPC33421
Remote Similarity	0.6244	NPC233936
Remote Similarity	0.6238	NPC37423
Remote Similarity	0.6238	NPC70922
Remote Similarity	0.6238	NPC212376
Remote Similarity	0.6238	NPC275305
Remote Similarity	0.6238	NPC80597
Remote Similarity	0.6238	NPC211572
Remote Similarity	0.6238	NPC75540
Remote Similarity	0.6221	NPC103119
Remote Similarity	0.6212	NPC285731
Remote Similarity	0.6212	NPC159856
Remote Similarity	0.6211	NPC282398
Remote Similarity	0.6209	NPC474958
Remote Similarity	0.6205	NPC88097
Remote Similarity	0.6204	NPC474707
Remote Similarity	0.6188	NPC138842
Remote Similarity	0.6184	NPC195507
Remote Similarity	0.6184	NPC2165
Remote Similarity	0.6184	NPC280864
Remote Similarity	0.6184	NPC17751
Remote Similarity	0.6184	NPC314957
Remote Similarity	0.6179	NPC248454
Remote Similarity	0.6178	NPC471322
Remote Similarity	0.6178	NPC101165
Remote Similarity	0.6176	NPC469762
Remote Similarity	0.6175	NPC204565
Remote Similarity	0.6175	NPC317030
Remote Similarity	0.6173	NPC230002
Remote Similarity	0.6173	NPC115611
Remote Similarity	0.6171	NPC272483
Remote Similarity	0.6168	NPC477891
Remote Similarity	0.6161	NPC297034
Remote Similarity	0.6157	NPC15102
Remote Similarity	0.6157	NPC99939
Remote Similarity	0.6157	NPC308931
Remote Similarity	0.6154	NPC49954
Remote Similarity	0.6154	NPC474561
Remote Similarity	0.6154	NPC160105
Remote Similarity	0.615	NPC27740
Remote Similarity	0.615	NPC176199
Remote Similarity	0.615	NPC215795
Remote Similarity	0.6147	NPC173028
Remote Similarity	0.6147	NPC255909
Remote Similarity	0.6147	NPC65215
Remote Similarity	0.6146	NPC475990
Remote Similarity	0.6146	NPC221786
Remote Similarity	0.6146	NPC474880
Remote Similarity	0.6146	NPC293487
Remote Similarity	0.6137	NPC470731
Remote Similarity	0.6137	NPC470732
Remote Similarity	0.6135	NPC311276
Remote Similarity	0.6134	NPC325252
Remote Similarity	0.6127	NPC469785
Remote Similarity	0.6122	NPC104483
Remote Similarity	0.6121	NPC282247
Remote Similarity	0.6121	NPC314919
Remote Similarity	0.6116	NPC267078
Remote Similarity	0.6116	NPC935
Remote Similarity	0.6114	NPC208060
Remote Similarity	0.6111	NPC20144
Remote Similarity	0.6106	NPC274229
Remote Similarity	0.6098	NPC129721
Remote Similarity	0.6095	NPC164664
Remote Similarity	0.6095	NPC474897
Remote Similarity	0.6094	NPC475450
Remote Similarity	0.6094	NPC179365
Remote Similarity	0.6091	NPC474357
Remote Similarity	0.6087	NPC282231
Remote Similarity	0.6078	NPC34844
Remote Similarity	0.6077	NPC478183
Remote Similarity	0.6075	NPC265605
Remote Similarity	0.6075	NPC48564

Drug Structure

NPD4472 OpenBabel08211705262D 34 37 0 0 0 0 0 0 0 0999 V2000 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 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 -4.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.0827 -1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 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 -2.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 17 2 0 0 0 0 14 28 1 0 0 0 0 15 24 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 18 26 2 0 0 0 0 19 31 1 0 0 0 0 20 25 2 0 0 0 0 20 27 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 22 33 1 0 0 0 0 24 34 1 0 0 0 0 26 28 1 0 0 0 0 29 31 2 0 0 0 0 30 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001550
DrugBank	DB06589
ChEMBL	CHEMBL477772
IUPHAR/BPS	5698
PharmaGKB
KEGG Drug	D05380
PubChem CID	11525740
ChEBI	71219
CAS Number	444731-52-6

Drug Properties

Molecular Weight	437.16
ALogP	-0.0444
MLogP	2.67
XLogP	2.598
HDA	9
HBD	2
Rotatable Bonds	10
TPSA	127.41
RO5 Violation	0