NPASS drugs

Drug Information

Drug ID:	NPD4889
Drug Name:	Bisacodyl
Molecular Formula:	C22H19NO4
Canonical SMILES:	CC(=O)Oc1ccc(cc1)C(c1ccccn1)c1ccc(cc1)OC(=O)C
Standard InCHI:	InChI=1S/C22H19NO4/c1-15(24)26-19-10-6-17(7-11-19)22(21-5-3-4-14-23-21)18-8-12-20(13-9-18)27-16(2)25/h3-14,22H,1-2H3
Standard InCHIKey:	KHOITXIGCFIULA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4889

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	279
0.1-0.2	1491
0.2-0.3	8472
0.3-0.4	3964
0.4-0.5	10351
0.5-0.6	4641
0.6-0.7	1434
0.7-0.8	248
0.8-0.85	8
0.85-0.9	2
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
High Similarity	0.8556	NPC133140
High Similarity	0.8556	NPC195268
Intermediate Similarity	0.8182	NPC476582
Intermediate Similarity	0.8182	NPC476578
Intermediate Similarity	0.8182	NPC4071
Intermediate Similarity	0.8138	NPC477019
Intermediate Similarity	0.8135	NPC290689
Intermediate Similarity	0.8063	NPC36229
Intermediate Similarity	0.8063	NPC476581
Intermediate Similarity	0.8063	NPC16452
Intermediate Similarity	0.7979	NPC313189
Intermediate Similarity	0.7978	NPC312872
Intermediate Similarity	0.7965	NPC26850
Intermediate Similarity	0.7947	NPC234197
Intermediate Similarity	0.7931	NPC177404
Intermediate Similarity	0.7919	NPC236668
Intermediate Similarity	0.7919	NPC476287
Intermediate Similarity	0.7906	NPC31930
Intermediate Similarity	0.7879	NPC146976
Intermediate Similarity	0.7876	NPC285558
Intermediate Similarity	0.7868	NPC202768
Intermediate Similarity	0.7868	NPC53069
Intermediate Similarity	0.7868	NPC296482
Intermediate Similarity	0.7857	NPC470474
Intermediate Similarity	0.7857	NPC470020
Intermediate Similarity	0.7831	NPC473053
Intermediate Similarity	0.7801	NPC287437
Intermediate Similarity	0.7795	NPC135549
Intermediate Similarity	0.7791	NPC26872
Intermediate Similarity	0.7778	NPC202605
Intermediate Similarity	0.7778	NPC251160
Intermediate Similarity	0.7778	NPC112206
Intermediate Similarity	0.7761	NPC473822
Intermediate Similarity	0.7725	NPC289786
Intermediate Similarity	0.772	NPC470586
Intermediate Similarity	0.7716	NPC174758
Intermediate Similarity	0.7704	NPC193238
Intermediate Similarity	0.7692	NPC329708
Intermediate Similarity	0.7692	NPC47059
Intermediate Similarity	0.7692	NPC264166
Intermediate Similarity	0.7692	NPC274291
Intermediate Similarity	0.7692	NPC165349
Intermediate Similarity	0.7692	NPC118832
Intermediate Similarity	0.7688	NPC171409
Intermediate Similarity	0.7688	NPC96405
Intermediate Similarity	0.7688	NPC204385
Intermediate Similarity	0.7663	NPC206201
Intermediate Similarity	0.7653	NPC323345
Intermediate Similarity	0.7653	NPC470164
Intermediate Similarity	0.7629	NPC232727
Intermediate Similarity	0.7604	NPC267928
Intermediate Similarity	0.7604	NPC224928
Intermediate Similarity	0.7588	NPC188420
Intermediate Similarity	0.7588	NPC167860
Intermediate Similarity	0.7588	NPC123976
Intermediate Similarity	0.7576	NPC82548
Intermediate Similarity	0.7566	NPC76748
Intermediate Similarity	0.7562	NPC149471
Intermediate Similarity	0.7562	NPC271215
Intermediate Similarity	0.7551	NPC475774
Intermediate Similarity	0.7542	NPC471178
Intermediate Similarity	0.7539	NPC307963
Intermediate Similarity	0.7539	NPC103230
Intermediate Similarity	0.7528	NPC59779
Intermediate Similarity	0.7528	NPC471177
Intermediate Similarity	0.7528	NPC124542
Intermediate Similarity	0.7526	NPC92111
Intermediate Similarity	0.7514	NPC476518
Intermediate Similarity	0.7513	NPC296527
Intermediate Similarity	0.75	NPC283152
Intermediate Similarity	0.7488	NPC274982
Intermediate Similarity	0.7487	NPC287208
Intermediate Similarity	0.7487	NPC176538
Intermediate Similarity	0.7487	NPC320394
Intermediate Similarity	0.7486	NPC473057
Intermediate Similarity	0.7476	NPC60621
Intermediate Similarity	0.7475	NPC266931
Intermediate Similarity	0.7473	NPC14651
Intermediate Similarity	0.7473	NPC121658
Intermediate Similarity	0.7463	NPC208284
Intermediate Similarity	0.745	NPC174672
Intermediate Similarity	0.7448	NPC475190
Intermediate Similarity	0.7446	NPC288943
Intermediate Similarity	0.7441	NPC201508
Intermediate Similarity	0.744	NPC210434
Intermediate Similarity	0.744	NPC122463
Intermediate Similarity	0.7438	NPC235076
Intermediate Similarity	0.7427	NPC174049
Intermediate Similarity	0.7426	NPC472098
Intermediate Similarity	0.7419	NPC222592
Intermediate Similarity	0.7419	NPC168486
Intermediate Similarity	0.7415	NPC23614
Intermediate Similarity	0.7415	NPC100079
Intermediate Similarity	0.7402	NPC170114
Intermediate Similarity	0.7398	NPC19872
Intermediate Similarity	0.7398	NPC329747
Intermediate Similarity	0.7398	NPC11017
Intermediate Similarity	0.7396	NPC141915
Intermediate Similarity	0.7396	NPC280964
Intermediate Similarity	0.7396	NPC114335
Intermediate Similarity	0.7393	NPC24019
Intermediate Similarity	0.7389	NPC118511
Intermediate Similarity	0.7385	NPC127085
Intermediate Similarity	0.7385	NPC72211
Intermediate Similarity	0.7379	NPC213530
Intermediate Similarity	0.7379	NPC193267
Intermediate Similarity	0.7374	NPC476138
Intermediate Similarity	0.7374	NPC245816
Intermediate Similarity	0.7371	NPC255800
Intermediate Similarity	0.7371	NPC96584
Intermediate Similarity	0.7371	NPC251090
Intermediate Similarity	0.7371	NPC70259
Intermediate Similarity	0.7353	NPC470549
Intermediate Similarity	0.734	NPC264176
Intermediate Similarity	0.7337	NPC111624
Intermediate Similarity	0.7337	NPC289086
Intermediate Similarity	0.7333	NPC470018
Intermediate Similarity	0.733	NPC473041
Intermediate Similarity	0.733	NPC204446
Intermediate Similarity	0.7327	NPC11464
Intermediate Similarity	0.7326	NPC271792
Intermediate Similarity	0.7324	NPC471004
Intermediate Similarity	0.732	NPC205934
Intermediate Similarity	0.732	NPC43787
Intermediate Similarity	0.7316	NPC61350
Intermediate Similarity	0.7313	NPC470931
Intermediate Similarity	0.731	NPC315957
Intermediate Similarity	0.7308	NPC108469
Intermediate Similarity	0.7306	NPC324149
Intermediate Similarity	0.7306	NPC99666
Intermediate Similarity	0.7299	NPC74575
Intermediate Similarity	0.7295	NPC46451
Intermediate Similarity	0.7292	NPC3715
Intermediate Similarity	0.729	NPC22481
Intermediate Similarity	0.7286	NPC469440
Intermediate Similarity	0.7277	NPC66083
Intermediate Similarity	0.7277	NPC476999
Intermediate Similarity	0.7273	NPC472168
Intermediate Similarity	0.7273	NPC476044
Intermediate Similarity	0.7273	NPC216612
Intermediate Similarity	0.7273	NPC267423
Intermediate Similarity	0.7268	NPC198673
Intermediate Similarity	0.726	NPC54066
Intermediate Similarity	0.7254	NPC469390
Intermediate Similarity	0.7253	NPC477975
Intermediate Similarity	0.7248	NPC99891
Intermediate Similarity	0.7248	NPC119134
Intermediate Similarity	0.7243	NPC49547
Intermediate Similarity	0.7238	NPC322482
Intermediate Similarity	0.7236	NPC475112
Intermediate Similarity	0.7236	NPC291535
Intermediate Similarity	0.7236	NPC295898
Intermediate Similarity	0.7236	NPC475085
Intermediate Similarity	0.723	NPC278525
Intermediate Similarity	0.7228	NPC473764
Intermediate Similarity	0.7228	NPC314940
Intermediate Similarity	0.7222	NPC108342
Intermediate Similarity	0.7222	NPC470279
Intermediate Similarity	0.722	NPC162530
Intermediate Similarity	0.7214	NPC472111
Intermediate Similarity	0.7212	NPC17565
Intermediate Similarity	0.7211	NPC62069
Intermediate Similarity	0.7211	NPC84478
Intermediate Similarity	0.7208	NPC168911
Intermediate Similarity	0.72	NPC162484
Intermediate Similarity	0.7198	NPC97367
Intermediate Similarity	0.7198	NPC473513
Intermediate Similarity	0.7196	NPC219963
Intermediate Similarity	0.7196	NPC161887
Intermediate Similarity	0.7196	NPC266551
Intermediate Similarity	0.7196	NPC260434
Intermediate Similarity	0.7194	NPC13880
Intermediate Similarity	0.719	NPC118121
Intermediate Similarity	0.7189	NPC189903
Intermediate Similarity	0.7189	NPC182907
Intermediate Similarity	0.7179	NPC329541
Intermediate Similarity	0.7177	NPC472099
Intermediate Similarity	0.7176	NPC90875
Intermediate Similarity	0.7171	NPC26679
Intermediate Similarity	0.7163	NPC314270
Intermediate Similarity	0.7163	NPC96321
Intermediate Similarity	0.7163	NPC233334
Intermediate Similarity	0.7157	NPC471304
Intermediate Similarity	0.7157	NPC156704
Intermediate Similarity	0.7156	NPC166722
Intermediate Similarity	0.7156	NPC122436
Intermediate Similarity	0.715	NPC152768
Intermediate Similarity	0.715	NPC148183
Intermediate Similarity	0.7143	NPC475910
Intermediate Similarity	0.7143	NPC470017
Intermediate Similarity	0.7143	NPC310118
Intermediate Similarity	0.7143	NPC146724
Intermediate Similarity	0.7136	NPC329793
Intermediate Similarity	0.7123	NPC21638
Intermediate Similarity	0.7123	NPC125597
Intermediate Similarity	0.7121	NPC239954
Intermediate Similarity	0.712	NPC284559
Intermediate Similarity	0.7114	NPC223427
Intermediate Similarity	0.7114	NPC53144
Intermediate Similarity	0.711	NPC470022

Drug Structure

NPD4889 OpenBabel08211706322D 27 29 0 0 0 0 0 0 0 0999 V2000 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 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 -1.7321 3.0000 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 -1.7321 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 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 -0.0000 4.0000 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 -3.4641 1.0000 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 -0.0000 6.0000 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 -0.8660 2.5000 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 4.5000 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 -0.0000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 5 21 2 0 0 0 0 6 10 1 0 0 0 0 6 17 2 0 0 0 0 7 11 2 0 0 0 0 7 17 1 0 0 0 0 8 12 1 0 0 0 0 8 18 2 0 0 0 0 9 13 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 23 2 0 0 0 0 15 24 2 0 0 0 0 15 26 1 0 0 0 0 16 25 2 0 0 0 0 16 27 1 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004848
DrugBank	DB09020
ChEMBL	CHEMBL942
IUPHAR/BPS
PharmaGKB
KEGG Drug	D00245
PubChem CID
ChEBI	3125
CAS Number	603-50-9

Drug Properties

Molecular Weight	361.13
ALogP	-0.1639
MLogP	3.33
XLogP	5.81
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	65.49
RO5 Violation	1