NPASS drugs

Drug Information

Drug ID:	NPD4650
Drug Name:	Glipizide
Molecular Formula:	C21H27N5O4S
Canonical SMILES:	Cc1ncc(nc1)C(=NCCc1ccc(cc1)S(=O)(=O)NC(=NC1CCCCC1)O)O
Standard InCHI:	InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)
Standard InCHIKey:	ZJJXGWJIGJFDTL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4650

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	311
0.1-0.2	3987
0.2-0.3	11900
0.3-0.4	10540
0.4-0.5	2325
0.5-0.6	1569
0.6-0.7	257
0.7-0.8	1
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	0.7225	NPC469897
Remote Similarity	0.6788	NPC256893
Remote Similarity	0.6717	NPC469308
Remote Similarity	0.6687	NPC471322
Remote Similarity	0.6667	NPC48938
Remote Similarity	0.6613	NPC469938
Remote Similarity	0.6538	NPC225018
Remote Similarity	0.6534	NPC470111
Remote Similarity	0.6533	NPC313421
Remote Similarity	0.652	NPC475024
Remote Similarity	0.6502	NPC470504
Remote Similarity	0.6497	NPC282531
Remote Similarity	0.6491	NPC251722
Remote Similarity	0.6491	NPC314102
Remote Similarity	0.648	NPC325903
Remote Similarity	0.6473	NPC193370
Remote Similarity	0.6461	NPC105818
Remote Similarity	0.6461	NPC24678
Remote Similarity	0.6448	NPC470203
Remote Similarity	0.6446	NPC471313
Remote Similarity	0.6446	NPC471311
Remote Similarity	0.6441	NPC201380
Remote Similarity	0.6441	NPC179787
Remote Similarity	0.6436	NPC182507
Remote Similarity	0.6432	NPC49217
Remote Similarity	0.6432	NPC160105
Remote Similarity	0.6425	NPC124636
Remote Similarity	0.642	NPC314372
Remote Similarity	0.6413	NPC478182
Remote Similarity	0.6404	NPC288445
Remote Similarity	0.6404	NPC321911
Remote Similarity	0.6402	NPC150048
Remote Similarity	0.6402	NPC203754
Remote Similarity	0.64	NPC265576
Remote Similarity	0.6398	NPC63751
Remote Similarity	0.6393	NPC122141
Remote Similarity	0.6393	NPC470204
Remote Similarity	0.6387	NPC24864
Remote Similarity	0.6384	NPC63545
Remote Similarity	0.6383	NPC314603
Remote Similarity	0.6381	NPC177996
Remote Similarity	0.6381	NPC147983
Remote Similarity	0.6373	NPC284678
Remote Similarity	0.6373	NPC470500
Remote Similarity	0.6373	NPC314930
Remote Similarity	0.6373	NPC214827
Remote Similarity	0.6368	NPC68354
Remote Similarity	0.6364	NPC91895
Remote Similarity	0.6364	NPC194411
Remote Similarity	0.6359	NPC124542
Remote Similarity	0.6359	NPC59779
Remote Similarity	0.6359	NPC66699
Remote Similarity	0.6359	NPC471177
Remote Similarity	0.6349	NPC317054
Remote Similarity	0.6348	NPC469811
Remote Similarity	0.6344	NPC98187
Remote Similarity	0.6344	NPC474561
Remote Similarity	0.6344	NPC49954
Remote Similarity	0.6339	NPC92796
Remote Similarity	0.6339	NPC135141
Remote Similarity	0.6335	NPC176199
Remote Similarity	0.6335	NPC215795
Remote Similarity	0.633	NPC470498
Remote Similarity	0.6328	NPC159856
Remote Similarity	0.6324	NPC78375
Remote Similarity	0.6324	NPC469813
Remote Similarity	0.6324	NPC478184
Remote Similarity	0.6324	NPC476446
Remote Similarity	0.6318	NPC212213
Remote Similarity	0.6316	NPC280852
Remote Similarity	0.6313	NPC324149
Remote Similarity	0.631	NPC89490
Remote Similarity	0.6308	NPC94752
Remote Similarity	0.6307	NPC190296
Remote Similarity	0.6304	NPC25899
Remote Similarity	0.6303	NPC46358
Remote Similarity	0.6303	NPC290094
Remote Similarity	0.6298	NPC469765
Remote Similarity	0.6298	NPC469763
Remote Similarity	0.6298	NPC469786
Remote Similarity	0.6298	NPC259644
Remote Similarity	0.6298	NPC469760
Remote Similarity	0.6298	NPC25008
Remote Similarity	0.6298	NPC5145
Remote Similarity	0.6298	NPC73952
Remote Similarity	0.6294	NPC101165
Remote Similarity	0.6294	NPC324611
Remote Similarity	0.6293	NPC470505
Remote Similarity	0.629	NPC471178
Remote Similarity	0.6284	NPC212742
Remote Similarity	0.6284	NPC236711
Remote Similarity	0.6284	NPC129721
Remote Similarity	0.6283	NPC248454
Remote Similarity	0.6283	NPC59269
Remote Similarity	0.6278	NPC40070
Remote Similarity	0.6272	NPC329896
Remote Similarity	0.6272	NPC475090
Remote Similarity	0.6272	NPC475105
Remote Similarity	0.627	NPC282231
Remote Similarity	0.6269	NPC161887
Remote Similarity	0.6264	NPC211572
Remote Similarity	0.6264	NPC212376
Remote Similarity	0.6264	NPC75540
Remote Similarity	0.6264	NPC80597
Remote Similarity	0.6264	NPC70922
Remote Similarity	0.6263	NPC37423
Remote Similarity	0.6263	NPC275305
Remote Similarity	0.6262	NPC475288
Remote Similarity	0.6257	NPC471957
Remote Similarity	0.6256	NPC15102
Remote Similarity	0.625	NPC306397
Remote Similarity	0.625	NPC212125
Remote Similarity	0.625	NPC11126
Remote Similarity	0.625	NPC293487
Remote Similarity	0.6243	NPC328029
Remote Similarity	0.6238	NPC31385
Remote Similarity	0.6238	NPC75726
Remote Similarity	0.6238	NPC110602
Remote Similarity	0.6237	NPC317105
Remote Similarity	0.6237	NPC194640
Remote Similarity	0.6235	NPC282398
Remote Similarity	0.6233	NPC216221
Remote Similarity	0.6232	NPC175916
Remote Similarity	0.6229	NPC316811
Remote Similarity	0.6229	NPC32002
Remote Similarity	0.6229	NPC315348
Remote Similarity	0.6228	NPC166424
Remote Similarity	0.6228	NPC245244
Remote Similarity	0.6228	NPC146373
Remote Similarity	0.6222	NPC37548
Remote Similarity	0.6216	NPC279918
Remote Similarity	0.6216	NPC131718
Remote Similarity	0.6215	NPC477977
Remote Similarity	0.6214	NPC475070
Remote Similarity	0.6207	NPC476167
Remote Similarity	0.6205	NPC228835
Remote Similarity	0.6196	NPC469762
Remote Similarity	0.6196	NPC91958
Remote Similarity	0.619	NPC169625
Remote Similarity	0.619	NPC202957
Remote Similarity	0.6186	NPC77022
Remote Similarity	0.6183	NPC48192
Remote Similarity	0.6182	NPC182570
Remote Similarity	0.6182	NPC48564
Remote Similarity	0.6182	NPC265605
Remote Similarity	0.6181	NPC473763
Remote Similarity	0.6181	NPC117244
Remote Similarity	0.618	NPC471323
Remote Similarity	0.617	NPC41717
Remote Similarity	0.617	NPC478183
Remote Similarity	0.6168	NPC27740
Remote Similarity	0.6168	NPC476322
Remote Similarity	0.6168	NPC149014
Remote Similarity	0.6167	NPC477974
Remote Similarity	0.6166	NPC12649
Remote Similarity	0.6165	NPC143325
Remote Similarity	0.6162	NPC56765
Remote Similarity	0.6162	NPC213629
Remote Similarity	0.6158	NPC192315
Remote Similarity	0.6158	NPC239954
Remote Similarity	0.6158	NPC474916
Remote Similarity	0.6154	NPC166492
Remote Similarity	0.6154	NPC473362
Remote Similarity	0.6154	NPC163055
Remote Similarity	0.6154	NPC216713
Remote Similarity	0.6154	NPC470233
Remote Similarity	0.615	NPC311276
Remote Similarity	0.6149	NPC29702
Remote Similarity	0.6141	NPC469785
Remote Similarity	0.6135	NPC297486
Remote Similarity	0.6135	NPC471402
Remote Similarity	0.6135	NPC240136
Remote Similarity	0.6133	NPC187951
Remote Similarity	0.6126	NPC477976
Remote Similarity	0.6122	NPC108011
Remote Similarity	0.6121	NPC173344
Remote Similarity	0.6119	NPC198673
Remote Similarity	0.6114	NPC471312
Remote Similarity	0.6114	NPC326575
Remote Similarity	0.6105	NPC473764
Remote Similarity	0.6105	NPC32534
Remote Similarity	0.6105	NPC476103
Remote Similarity	0.6105	NPC314940
Remote Similarity	0.6103	NPC219963
Remote Similarity	0.6103	NPC266551
Remote Similarity	0.6102	NPC469761
Remote Similarity	0.6102	NPC469780
Remote Similarity	0.6102	NPC469784
Remote Similarity	0.6102	NPC469783
Remote Similarity	0.6102	NPC469779
Remote Similarity	0.6102	NPC469768
Remote Similarity	0.6102	NPC469767
Remote Similarity	0.6098	NPC143603
Remote Similarity	0.6096	NPC478185
Remote Similarity	0.6096	NPC71079
Remote Similarity	0.6089	NPC294693
Remote Similarity	0.6087	NPC38736
Remote Similarity	0.6087	NPC470507
Remote Similarity	0.6087	NPC476219
Remote Similarity	0.6085	NPC56233

Drug Structure

NPD4650 OpenBabel08211705262D 34 36 0 0 0 0 0 0 0 0999 V2000 10.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 4.0000 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 2.5000 -0.8660 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 1.5000 -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 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 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 7.5000 -0.8660 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 3.0000 0.0000 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 1.0000 -0.0000 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 6.0000 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 5.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 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 5.5000 -0.8660 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 -1.0000 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 6.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 15 2 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 23 2 0 0 0 0 15 23 1 0 0 0 0 17 25 1 0 0 0 0 18 31 1 0 0 0 0 19 20 1 0 0 0 0 19 24 2 0 0 0 0 20 22 2 3 0 0 0 20 27 1 0 0 0 0 21 25 2 3 0 0 0 21 26 1 0 0 0 0 21 28 1 0 0 0 0 26 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 29 31 2 0 0 0 0 30 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000920
DrugBank	DB01067
ChEMBL	CHEMBL1073
IUPHAR/BPS	6821
PharmaGKB	PA449762
KEGG Drug	D00335
PubChem CID	3478
ChEBI	5384
CAS Number	29094-61-9

Drug Properties

Molecular Weight	445.18
ALogP	-1.7013
MLogP	2.67
XLogP	3.541
HDA	9
HBD	3
Rotatable Bonds	11
TPSA	145.51
RO5 Violation	0