NPASS drugs

Drug Information

Drug ID:	NPD5090
Drug Name:	Colchicine
Molecular Formula:	C22H25NO6
Canonical SMILES:	COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@H](CC2)N=C(O)C)OC
Standard InCHI:	InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
Standard InCHIKey:	IAKHMKGGTNLKSZ-INIZCTEOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5090

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	164
0.1-0.2	1129
0.2-0.3	3360
0.3-0.4	9441
0.4-0.5	3305
0.5-0.6	5671
0.6-0.7	7273
0.7-0.8	533
0.8-0.85	1
0.85-0.9	3
0.9-0.95	3
0.95-1	7

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	1.0	NPC14005
High Similarity	1.0	NPC226941
High Similarity	1.0	NPC108957
High Similarity	0.9726	NPC44642
High Similarity	0.9664	NPC202839
High Similarity	0.9664	NPC66678
High Similarity	0.9536	NPC189782
High Similarity	0.9324	NPC218575
High Similarity	0.9161	NPC3906
High Similarity	0.9079	NPC190931
High Similarity	0.8917	NPC53146
High Similarity	0.8917	NPC286790
High Similarity	0.8917	NPC188120
Intermediate Similarity	0.8365	NPC329837
Intermediate Similarity	0.7784	NPC68328
Intermediate Similarity	0.7718	NPC291847
Intermediate Similarity	0.7692	NPC144284
Intermediate Similarity	0.7677	NPC296898
Intermediate Similarity	0.7654	NPC8337
Intermediate Similarity	0.7654	NPC85747
Intermediate Similarity	0.7619	NPC3375
Intermediate Similarity	0.7619	NPC255607
Intermediate Similarity	0.7602	NPC231371
Intermediate Similarity	0.7562	NPC473934
Intermediate Similarity	0.7546	NPC476579
Intermediate Similarity	0.7546	NPC127402
Intermediate Similarity	0.7545	NPC226428
Intermediate Similarity	0.7532	NPC32778
Intermediate Similarity	0.7517	NPC105513
Intermediate Similarity	0.7515	NPC24465
Intermediate Similarity	0.7485	NPC204908
Intermediate Similarity	0.7485	NPC276665
Intermediate Similarity	0.7485	NPC83198
Intermediate Similarity	0.7485	NPC265473
Intermediate Similarity	0.7471	NPC264850
Intermediate Similarity	0.7471	NPC13916
Intermediate Similarity	0.7467	NPC64391
Intermediate Similarity	0.7455	NPC475557
Intermediate Similarity	0.7451	NPC126836
Intermediate Similarity	0.7425	NPC206736
Intermediate Similarity	0.7425	NPC195766
Intermediate Similarity	0.7423	NPC182119
Intermediate Similarity	0.7417	NPC301713
Intermediate Similarity	0.741	NPC107602
Intermediate Similarity	0.7407	NPC474446
Intermediate Similarity	0.7389	NPC214036
Intermediate Similarity	0.7389	NPC113236
Intermediate Similarity	0.7386	NPC262641
Intermediate Similarity	0.7384	NPC182257
Intermediate Similarity	0.7378	NPC478189
Intermediate Similarity	0.7368	NPC471986
Intermediate Similarity	0.7368	NPC153990
Intermediate Similarity	0.7356	NPC190783
Intermediate Similarity	0.7356	NPC232386
Intermediate Similarity	0.7356	NPC152680
Intermediate Similarity	0.7355	NPC102256
Intermediate Similarity	0.7353	NPC59567
Intermediate Similarity	0.7351	NPC105925
Intermediate Similarity	0.7346	NPC476841
Intermediate Similarity	0.7346	NPC476843
Intermediate Similarity	0.7333	NPC238810
Intermediate Similarity	0.7333	NPC474560
Intermediate Similarity	0.7333	NPC177830
Intermediate Similarity	0.732	NPC181675
Intermediate Similarity	0.732	NPC207702
Intermediate Similarity	0.732	NPC283114
Intermediate Similarity	0.732	NPC149008
Intermediate Similarity	0.7315	NPC310373
Intermediate Similarity	0.731	NPC180306
Intermediate Similarity	0.7308	NPC218530
Intermediate Similarity	0.7303	NPC223953
Intermediate Similarity	0.7299	NPC239775
Intermediate Similarity	0.7297	NPC222175
Intermediate Similarity	0.7296	NPC470962
Intermediate Similarity	0.7293	NPC470642
Intermediate Similarity	0.729	NPC130595
Intermediate Similarity	0.729	NPC93882
Intermediate Similarity	0.729	NPC214869
Intermediate Similarity	0.7289	NPC275027
Intermediate Similarity	0.7289	NPC476580
Intermediate Similarity	0.7289	NPC58661
Intermediate Similarity	0.7289	NPC114124
Intermediate Similarity	0.7284	NPC16353
Intermediate Similarity	0.7279	NPC63083
Intermediate Similarity	0.7278	NPC474661
Intermediate Similarity	0.7278	NPC475919
Intermediate Similarity	0.7278	NPC471182
Intermediate Similarity	0.7267	NPC288238
Intermediate Similarity	0.7267	NPC264885
Intermediate Similarity	0.7261	NPC276026
Intermediate Similarity	0.7261	NPC125649
Intermediate Similarity	0.7261	NPC209199
Intermediate Similarity	0.7261	NPC469659
Intermediate Similarity	0.7261	NPC145769
Intermediate Similarity	0.7261	NPC7515
Intermediate Similarity	0.7261	NPC555
Intermediate Similarity	0.7261	NPC188378
Intermediate Similarity	0.7261	NPC56764
Intermediate Similarity	0.7261	NPC206737
Intermediate Similarity	0.7261	NPC289258
Intermediate Similarity	0.7257	NPC228040
Intermediate Similarity	0.7257	NPC474051
Intermediate Similarity	0.7256	NPC295297
Intermediate Similarity	0.7256	NPC137352
Intermediate Similarity	0.7256	NPC178129
Intermediate Similarity	0.7256	NPC183083
Intermediate Similarity	0.7255	NPC159968
Intermediate Similarity	0.7255	NPC236791
Intermediate Similarity	0.7255	NPC82679
Intermediate Similarity	0.7255	NPC169474
Intermediate Similarity	0.7255	NPC282000
Intermediate Similarity	0.7255	NPC246620
Intermediate Similarity	0.7255	NPC324112
Intermediate Similarity	0.7255	NPC124452
Intermediate Similarity	0.7255	NPC74817
Intermediate Similarity	0.7255	NPC293054
Intermediate Similarity	0.7255	NPC242032
Intermediate Similarity	0.7247	NPC195538
Intermediate Similarity	0.7246	NPC474414
Intermediate Similarity	0.7244	NPC475856
Intermediate Similarity	0.7244	NPC313737
Intermediate Similarity	0.7244	NPC285078
Intermediate Similarity	0.7244	NPC6854
Intermediate Similarity	0.7241	NPC474953
Intermediate Similarity	0.7239	NPC474982
Intermediate Similarity	0.7239	NPC232883
Intermediate Similarity	0.7237	NPC27352
Intermediate Similarity	0.7233	NPC299583
Intermediate Similarity	0.723	NPC475961
Intermediate Similarity	0.723	NPC254625
Intermediate Similarity	0.723	NPC308217
Intermediate Similarity	0.7229	NPC241636
Intermediate Similarity	0.7226	NPC192687
Intermediate Similarity	0.7226	NPC19242
Intermediate Similarity	0.7226	NPC114102
Intermediate Similarity	0.7226	NPC224157
Intermediate Similarity	0.7225	NPC204947
Intermediate Similarity	0.7219	NPC282496
Intermediate Similarity	0.7219	NPC233526
Intermediate Similarity	0.7219	NPC108545
Intermediate Similarity	0.7215	NPC294884
Intermediate Similarity	0.7215	NPC313081
Intermediate Similarity	0.7215	NPC69029
Intermediate Similarity	0.7215	NPC240279
Intermediate Similarity	0.7215	NPC200557
Intermediate Similarity	0.7215	NPC108198
Intermediate Similarity	0.7215	NPC158142
Intermediate Similarity	0.7215	NPC180602
Intermediate Similarity	0.7215	NPC214853
Intermediate Similarity	0.7215	NPC55239
Intermediate Similarity	0.7215	NPC10314
Intermediate Similarity	0.7212	NPC77598
Intermediate Similarity	0.7208	NPC154866
Intermediate Similarity	0.7208	NPC28765
Intermediate Similarity	0.7207	NPC476202
Intermediate Similarity	0.72	NPC477886
Intermediate Similarity	0.7193	NPC477410
Intermediate Similarity	0.719	NPC76451
Intermediate Similarity	0.719	NPC18924
Intermediate Similarity	0.719	NPC214406
Intermediate Similarity	0.719	NPC44748
Intermediate Similarity	0.719	NPC103823
Intermediate Similarity	0.719	NPC78974
Intermediate Similarity	0.719	NPC223136
Intermediate Similarity	0.719	NPC28730
Intermediate Similarity	0.7182	NPC474009
Intermediate Similarity	0.7179	NPC149337
Intermediate Similarity	0.7179	NPC469907
Intermediate Similarity	0.7179	NPC184928
Intermediate Similarity	0.7179	NPC141493
Intermediate Similarity	0.7179	NPC471983
Intermediate Similarity	0.7179	NPC15543
Intermediate Similarity	0.7178	NPC5462
Intermediate Similarity	0.7178	NPC50696
Intermediate Similarity	0.7176	NPC106786
Intermediate Similarity	0.7176	NPC118804
Intermediate Similarity	0.7175	NPC241704
Intermediate Similarity	0.7172	NPC204120
Intermediate Similarity	0.717	NPC41473
Intermediate Similarity	0.717	NPC143139
Intermediate Similarity	0.717	NPC205442
Intermediate Similarity	0.717	NPC133025
Intermediate Similarity	0.717	NPC204848
Intermediate Similarity	0.717	NPC312770
Intermediate Similarity	0.717	NPC160607
Intermediate Similarity	0.717	NPC14600
Intermediate Similarity	0.717	NPC202846
Intermediate Similarity	0.7169	NPC474393
Intermediate Similarity	0.7169	NPC474347
Intermediate Similarity	0.7161	NPC190144
Intermediate Similarity	0.7161	NPC195749
Intermediate Similarity	0.7161	NPC52029
Intermediate Similarity	0.7161	NPC35961
Intermediate Similarity	0.7161	NPC469963
Intermediate Similarity	0.7161	NPC469951
Intermediate Similarity	0.716	NPC57512
Intermediate Similarity	0.7159	NPC289743
Intermediate Similarity	0.7159	NPC110374
Intermediate Similarity	0.7158	NPC318805
Intermediate Similarity	0.7158	NPC41122

Drug Structure

NPD5090 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 -2.6623 -3.1472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3497 0.0723 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 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 1.0151 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4942 -0.5391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3349 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4914 -0.4644 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 -2.1565 -2.6863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1623 -4.0132 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 -0.9309 -1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2256 -2.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6623 -3.1472 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0225 -2.1863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1716 -1.1974 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 0.0000 -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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1623 -4.0132 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6623 -4.8792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8488 -2.7496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1271 -0.9027 0.0000 O 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6623 -4.8792 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 29 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 13 2 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 23 2 3 0 0 0 12 24 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 16 23 1 6 0 0 0 17 18 1 0 0 0 0 17 25 2 0 0 0 0 18 26 1 0 0 0 0 19 21 2 0 0 0 0 19 27 1 0 0 0 0 20 22 2 0 0 0 0 21 22 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001254
DrugBank
ChEMBL
IUPHAR/BPS	2367
PharmaGKB
KEGG Drug
PubChem CID	6167
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.17
ALogP	-0.4721
MLogP	3.11
XLogP	1.463
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	86.58
RO5 Violation	0