NPASS drugs

Drug Information

Drug ID:	NPD8282
Drug Name:	Verteporfin
Molecular Formula:	C41H42N4O8
Canonical SMILES:	COC(=O)CCc1c2/C=C/3N=C(C(=C3CCC(=O)O)C)/C=c/3[nH]/c(=CC4=N/C(=Cc(c1C)[nH]2)/[C@]1(C)[C@H](C(=O)OC)C(=CC=C41)C(=O)OC)/c(c3C=C)C
Standard InCHI:	InChI=1S/C41H42N4O8/c1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)25(12-15-37(48)51-6)33(44-30)18-32-24(11-14-36(46)47)21(3)28(43-32)16-31(23)42-29/h9-10,13,16-19,38,42,44H,1,11-12,14-15H2,2-8H3,(H,46,47)/b28-16-,29-17-,30-19-,31-16-,32-18-,33-18-,34-17-,35-19-/t38-,41+/m0/s1
Standard InCHIKey:	YTZALCGQUPRCGW-MXVXOLGGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD8282

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	257
0.1-0.2	1256
0.2-0.3	5032
0.3-0.4	16647
0.4-0.5	4843
0.5-0.6	1728
0.6-0.7	1048
0.7-0.8	73
0.8-0.85	5
0.85-0.9	1
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	0.86	NPC85702
Intermediate Similarity	0.845	NPC473493
Intermediate Similarity	0.8446	NPC195457
Intermediate Similarity	0.8442	NPC187255
Intermediate Similarity	0.8291	NPC257175
Intermediate Similarity	0.8207	NPC287795
Intermediate Similarity	0.7963	NPC475619
Intermediate Similarity	0.7944	NPC268676
Intermediate Similarity	0.7944	NPC27324
Intermediate Similarity	0.7688	NPC26491
Intermediate Similarity	0.766	NPC326479
Intermediate Similarity	0.7619	NPC46359
Intermediate Similarity	0.7596	NPC469743
Intermediate Similarity	0.7537	NPC67288
Intermediate Similarity	0.7535	NPC2395
Intermediate Similarity	0.7431	NPC235885
Intermediate Similarity	0.7387	NPC160381
Intermediate Similarity	0.7383	NPC36405
Intermediate Similarity	0.7371	NPC267965
Intermediate Similarity	0.7366	NPC131887
Intermediate Similarity	0.7346	NPC271862
Intermediate Similarity	0.7336	NPC474412
Intermediate Similarity	0.7324	NPC151976
Intermediate Similarity	0.7324	NPC87856
Intermediate Similarity	0.7302	NPC132211
Intermediate Similarity	0.7295	NPC214428
Intermediate Similarity	0.7295	NPC252338
Intermediate Similarity	0.7277	NPC82370
Intermediate Similarity	0.7246	NPC241024
Intermediate Similarity	0.7228	NPC111602
Intermediate Similarity	0.7228	NPC196251
Intermediate Similarity	0.7228	NPC102338
Intermediate Similarity	0.7228	NPC63199
Intermediate Similarity	0.7225	NPC260900
Intermediate Similarity	0.7222	NPC204491
Intermediate Similarity	0.7222	NPC203614
Intermediate Similarity	0.7217	NPC127677
Intermediate Similarity	0.7217	NPC258062
Intermediate Similarity	0.7206	NPC55493
Intermediate Similarity	0.7204	NPC277350
Intermediate Similarity	0.719	NPC98715
Intermediate Similarity	0.7189	NPC312645
Intermediate Similarity	0.7188	NPC8104
Intermediate Similarity	0.7184	NPC11445
Intermediate Similarity	0.7183	NPC284102
Intermediate Similarity	0.717	NPC225821
Intermediate Similarity	0.717	NPC46225
Intermediate Similarity	0.7164	NPC280290
Intermediate Similarity	0.715	NPC141454
Intermediate Similarity	0.715	NPC227582
Intermediate Similarity	0.7143	NPC476073
Intermediate Similarity	0.7143	NPC321708
Intermediate Similarity	0.7136	NPC19692
Intermediate Similarity	0.7136	NPC157828
Intermediate Similarity	0.7136	NPC220151
Intermediate Similarity	0.7136	NPC195239
Intermediate Similarity	0.713	NPC89508
Intermediate Similarity	0.7124	NPC70155
Intermediate Similarity	0.7105	NPC15801
Intermediate Similarity	0.7081	NPC74413
Intermediate Similarity	0.7062	NPC137589
Intermediate Similarity	0.7059	NPC175474
Intermediate Similarity	0.7054	NPC476491
Intermediate Similarity	0.7053	NPC474121
Intermediate Similarity	0.7051	NPC31700
Intermediate Similarity	0.7035	NPC111275
Intermediate Similarity	0.7033	NPC52557
Intermediate Similarity	0.7028	NPC165599
Intermediate Similarity	0.7024	NPC329858
Intermediate Similarity	0.7024	NPC314333
Intermediate Similarity	0.7019	NPC245916
Intermediate Similarity	0.7009	NPC244741
Intermediate Similarity	0.7009	NPC909
Intermediate Similarity	0.7009	NPC54420
Intermediate Similarity	0.7009	NPC475338
Intermediate Similarity	0.7005	NPC192306
Intermediate Similarity	0.7	NPC293917
Intermediate Similarity	0.7	NPC82070
Intermediate Similarity	0.7	NPC219336
Remote Similarity	0.6996	NPC147446
Remote Similarity	0.6996	NPC266192
Remote Similarity	0.6995	NPC132539
Remote Similarity	0.6991	NPC234999
Remote Similarity	0.6981	NPC476874
Remote Similarity	0.6978	NPC475258
Remote Similarity	0.6978	NPC57690
Remote Similarity	0.6977	NPC39679
Remote Similarity	0.6972	NPC473547
Remote Similarity	0.6968	NPC52254
Remote Similarity	0.6965	NPC469896
Remote Similarity	0.6964	NPC141428
Remote Similarity	0.6961	NPC62749
Remote Similarity	0.6961	NPC235684
Remote Similarity	0.696	NPC267853
Remote Similarity	0.6952	NPC171317
Remote Similarity	0.695	NPC183662
Remote Similarity	0.695	NPC217372
Remote Similarity	0.695	NPC15573
Remote Similarity	0.6947	NPC33949
Remote Similarity	0.6944	NPC478158
Remote Similarity	0.6944	NPC162860
Remote Similarity	0.6942	NPC206967
Remote Similarity	0.6941	NPC118228
Remote Similarity	0.6941	NPC97388
Remote Similarity	0.6939	NPC470509
Remote Similarity	0.6934	NPC300183
Remote Similarity	0.6933	NPC329982
Remote Similarity	0.693	NPC477065
Remote Similarity	0.693	NPC474905
Remote Similarity	0.693	NPC244897
Remote Similarity	0.6927	NPC475778
Remote Similarity	0.6923	NPC477714
Remote Similarity	0.692	NPC475271
Remote Similarity	0.692	NPC14812
Remote Similarity	0.6915	NPC213468
Remote Similarity	0.6912	NPC475165
Remote Similarity	0.6906	NPC474896
Remote Similarity	0.6904	NPC78020
Remote Similarity	0.6901	NPC474116
Remote Similarity	0.6901	NPC162730
Remote Similarity	0.6901	NPC193761
Remote Similarity	0.69	NPC84347
Remote Similarity	0.69	NPC267885
Remote Similarity	0.6895	NPC229348
Remote Similarity	0.6894	NPC469734
Remote Similarity	0.6889	NPC476818
Remote Similarity	0.6887	NPC199851
Remote Similarity	0.6887	NPC254240
Remote Similarity	0.6887	NPC294909
Remote Similarity	0.6887	NPC128265
Remote Similarity	0.6887	NPC475151
Remote Similarity	0.6887	NPC312870
Remote Similarity	0.6884	NPC300156
Remote Similarity	0.6881	NPC87413
Remote Similarity	0.6881	NPC250129
Remote Similarity	0.6875	NPC31097
Remote Similarity	0.6875	NPC67551
Remote Similarity	0.687	NPC316411
Remote Similarity	0.6864	NPC478157
Remote Similarity	0.6863	NPC472294
Remote Similarity	0.6863	NPC472119
Remote Similarity	0.6858	NPC472762
Remote Similarity	0.6858	NPC267926
Remote Similarity	0.6852	NPC321428
Remote Similarity	0.685	NPC203468
Remote Similarity	0.685	NPC149155
Remote Similarity	0.685	NPC110500
Remote Similarity	0.6849	NPC75634
Remote Similarity	0.6847	NPC184408
Remote Similarity	0.6847	NPC473310
Remote Similarity	0.6847	NPC264285
Remote Similarity	0.6844	NPC51388
Remote Similarity	0.6842	NPC247735
Remote Similarity	0.6842	NPC269886
Remote Similarity	0.6842	NPC472210
Remote Similarity	0.6842	NPC472295
Remote Similarity	0.6842	NPC81802
Remote Similarity	0.684	NPC57453
Remote Similarity	0.6839	NPC285469
Remote Similarity	0.6837	NPC473376
Remote Similarity	0.6833	NPC469928
Remote Similarity	0.6833	NPC74969
Remote Similarity	0.6833	NPC476114
Remote Similarity	0.6832	NPC248041
Remote Similarity	0.6832	NPC283219
Remote Similarity	0.6832	NPC126709
Remote Similarity	0.6832	NPC55772
Remote Similarity	0.6827	NPC138370
Remote Similarity	0.6812	NPC290529
Remote Similarity	0.6808	NPC195461
Remote Similarity	0.6808	NPC249150
Remote Similarity	0.6808	NPC49196
Remote Similarity	0.6808	NPC81654
Remote Similarity	0.6808	NPC313985
Remote Similarity	0.6808	NPC79129
Remote Similarity	0.6802	NPC477715
Remote Similarity	0.6802	NPC472285
Remote Similarity	0.68	NPC16352
Remote Similarity	0.6798	NPC91179
Remote Similarity	0.6796	NPC315555
Remote Similarity	0.6789	NPC223791
Remote Similarity	0.6789	NPC107077
Remote Similarity	0.6786	NPC272174
Remote Similarity	0.6784	NPC79107
Remote Similarity	0.6784	NPC475424
Remote Similarity	0.6779	NPC83111
Remote Similarity	0.6779	NPC472112
Remote Similarity	0.6777	NPC472293
Remote Similarity	0.6774	NPC4687
Remote Similarity	0.6774	NPC314297
Remote Similarity	0.6774	NPC315545
Remote Similarity	0.6773	NPC118940
Remote Similarity	0.677	NPC229893
Remote Similarity	0.6765	NPC71037
Remote Similarity	0.6763	NPC472323
Remote Similarity	0.6762	NPC45850
Remote Similarity	0.6759	NPC185742
Remote Similarity	0.6759	NPC475847
Remote Similarity	0.6757	NPC148183
Remote Similarity	0.6757	NPC3207

Drug Structure

NPD8282 OpenBabel08211713002D 56 61 0 0 1 0 0 0 0 0999 V2000 4.3011 3.1234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3868 2.9216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6193 -0.2170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8015 -2.9999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2101 -0.7859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3973 -5.6330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0536 -0.8866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5657 -2.3647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0148 2.4319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0591 1.0579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1299 -1.8445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4558 -3.3891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3363 1.2520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6372 -2.4075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7983 -3.7462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1444 0.7239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4458 1.4466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4220 -1.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7233 -1.2522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6981 2.1700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8677 -0.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4467 -2.5044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4210 1.9762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6742 -1.2510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1694 -2.6979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2524 0.3348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1933 0.7231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1447 -0.1109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2807 1.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4463 -1.6696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4214 1.1413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8394 -1.2514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5868 -1.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0281 0.7235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7230 -0.4174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8785 -3.1158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7788 -4.4942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7229 -0.1942 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0468 0.1214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9353 -0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6985 0.7237 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4218 -0.5285 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1692 -1.2520 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4459 0.0002 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3858 -3.6788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6125 -3.2609 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1214 -4.8513 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6288 0.7027 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7296 -1.2021 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4168 -4.8850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2592 -0.6732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3533 -1.5701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4921 -0.0471 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3756 -0.4811 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8538 -3.9692 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 2 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 6 51 1 0 0 0 0 7 52 1 0 0 0 0 8 53 1 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 26 2 0 0 0 0 11 14 1 0 0 0 0 11 24 1 0 0 0 0 12 15 1 0 0 0 0 12 25 1 0 0 0 0 13 27 2 0 0 0 0 14 36 1 0 0 0 0 15 37 1 0 0 0 0 16 28 1 0 0 0 0 16 31 2 0 0 0 0 17 29 2 0 0 0 0 17 34 1 0 0 0 0 18 32 2 0 0 0 0 18 33 1 0 0 0 0 19 30 1 0 0 0 0 19 35 2 0 0 0 0 20 23 2 0 0 0 0 20 29 1 0 0 0 0 21 24 2 0 0 0 0 21 28 1 0 0 0 0 22 25 1 0 0 0 0 22 30 2 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 2 0 0 0 0 26 38 1 0 0 0 0 26 39 1 0 0 0 0 27 34 1 0 0 0 0 27 41 1 0 0 0 0 28 43 2 0 0 0 0 29 42 1 0 0 0 0 30 44 1 0 0 0 0 31 42 1 0 0 0 0 32 43 1 0 0 0 0 33 44 1 0 0 0 0 34 45 2 0 0 0 0 35 41 1 0 0 0 0 35 45 1 0 0 0 0 36 46 2 0 0 0 0 36 47 1 0 0 0 0 37 48 2 0 0 0 0 37 51 1 0 0 0 0 38 40 1 0 0 0 0 38 41 1 6 0 0 0 39 49 2 0 0 0 0 39 52 1 0 0 0 0 40 50 2 0 0 0 0 40 53 1 0 0 0 0 41 5 1 1 0 0 0 42 54 1 0 0 0 0 44 55 1 0 0 0 0 47 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB00460
ChEMBL	CHEMBL2052016
IUPHAR/BPS
PharmaGKB	PA451871
KEGG Drug	D01162
PubChem CID
ChEBI
CAS Number	129497-78-5

Drug Properties

Molecular Weight	718.30
ALogP	2.5294
MLogP	4.65
XLogP	3.872
HDA	12
HBD	3
Rotatable Bonds	20
TPSA	173.56
RO5 Violation	2