NPASS drugs

Drug Information

Drug ID:	NPD8160
Drug Name:	HPPH photodynamic therapy (cancer), Roswell Park
Molecular Formula:	C39H48N4O4
Canonical SMILES:	CCCCCCOC(c1c2=CC3=NC(=Cc4[nH]c5C(=C6N=C(C=c(c1C)[nH]2)[C@@H](C)[C@@H]6CCC(=O)O)CC(=O)c5c4C)C(=C3C)CC)C
Standard InCHI:	InChI=1S/C39H48N4O4/c1-8-10-11-12-15-47-24(7)36-22(5)30-17-29-21(4)26(13-14-35(45)46)38(42-29)27-16-34(44)37-23(6)31(43-39(27)37)18-32-25(9-2)20(3)28(40-32)19-33(36)41-30/h17-19,21,24,26,41,43H,8-16H2,1-7H3,(H,45,46)/b28-19-,29-17-,30-17?,31-18-,32-18?,33-19?,38-27?/t21-,24?,26-/m0/s1
Standard InCHIKey:	PVXGCBZIVFCMJK-UOFJUDOESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8160

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	258
0.1-0.2	1349
0.2-0.3	6475
0.3-0.4	13341
0.4-0.5	6670
0.5-0.6	1737
0.6-0.7	1007
0.7-0.8	45
0.8-0.85	0
0.85-0.9	3
0.9-0.95	5
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	0.9293	NPC85702
High Similarity	0.9141	NPC473493
High Similarity	0.9137	NPC187255
High Similarity	0.9062	NPC195457
High Similarity	0.9043	NPC475619
High Similarity	0.8985	NPC257175
High Similarity	0.8852	NPC268676
High Similarity	0.8852	NPC27324
Intermediate Similarity	0.7692	NPC287795
Intermediate Similarity	0.7569	NPC312645
Intermediate Similarity	0.7443	NPC36405
Intermediate Similarity	0.744	NPC67551
Intermediate Similarity	0.7431	NPC89508
Intermediate Similarity	0.7383	NPC132539
Intermediate Similarity	0.7366	NPC160381
Intermediate Similarity	0.7327	NPC469743
Intermediate Similarity	0.7315	NPC315545
Intermediate Similarity	0.7315	NPC314297
Intermediate Similarity	0.7273	NPC326479
Intermediate Similarity	0.7269	NPC315638
Intermediate Similarity	0.7269	NPC314855
Intermediate Similarity	0.7269	NPC313345
Intermediate Similarity	0.7269	NPC313796
Intermediate Similarity	0.7264	NPC67288
Intermediate Similarity	0.726	NPC82370
Intermediate Similarity	0.7256	NPC165599
Intermediate Similarity	0.7256	NPC134848
Intermediate Similarity	0.7241	NPC15801
Intermediate Similarity	0.7236	NPC46359
Intermediate Similarity	0.7235	NPC244741
Intermediate Similarity	0.7215	NPC314834
Intermediate Similarity	0.7208	NPC26491
Intermediate Similarity	0.7186	NPC70155
Intermediate Similarity	0.7175	NPC249428
Intermediate Similarity	0.7162	NPC477979
Intermediate Similarity	0.7149	NPC12344
Intermediate Similarity	0.7143	NPC138370
Intermediate Similarity	0.7143	NPC314648
Intermediate Similarity	0.7129	NPC191310
Intermediate Similarity	0.7123	NPC39679
Intermediate Similarity	0.7087	NPC33949
Intermediate Similarity	0.7075	NPC192306
Intermediate Similarity	0.707	NPC241024
Intermediate Similarity	0.7061	NPC229893
Intermediate Similarity	0.7056	NPC141454
Intermediate Similarity	0.7054	NPC74969
Intermediate Similarity	0.7048	NPC221873
Intermediate Similarity	0.7037	NPC214428
Intermediate Similarity	0.7028	NPC55493
Intermediate Similarity	0.7027	NPC87413
Intermediate Similarity	0.7026	NPC267853
Intermediate Similarity	0.7023	NPC131887
Intermediate Similarity	0.7022	NPC472285
Remote Similarity	0.6996	NPC329982
Remote Similarity	0.6996	NPC244897
Remote Similarity	0.6995	NPC267343
Remote Similarity	0.6979	NPC473187
Remote Similarity	0.6976	NPC84347
Remote Similarity	0.6974	NPC2395
Remote Similarity	0.6972	NPC193761
Remote Similarity	0.6964	NPC317752
Remote Similarity	0.6964	NPC31700
Remote Similarity	0.6958	NPC178858
Remote Similarity	0.6957	NPC235885
Remote Similarity	0.6955	NPC300156
Remote Similarity	0.6955	NPC277350
Remote Similarity	0.6942	NPC165964
Remote Similarity	0.6941	NPC317572
Remote Similarity	0.6939	NPC478083
Remote Similarity	0.6937	NPC284102
Remote Similarity	0.6936	NPC316411
Remote Similarity	0.6933	NPC474412
Remote Similarity	0.693	NPC276657
Remote Similarity	0.6923	NPC321428
Remote Similarity	0.6923	NPC4687
Remote Similarity	0.692	NPC118940
Remote Similarity	0.692	NPC318299
Remote Similarity	0.6919	NPC278434
Remote Similarity	0.6916	NPC269886
Remote Similarity	0.6916	NPC472295
Remote Similarity	0.6916	NPC247735
Remote Similarity	0.6916	NPC81802
Remote Similarity	0.6916	NPC472210
Remote Similarity	0.6907	NPC57453
Remote Similarity	0.6906	NPC123839
Remote Similarity	0.6903	NPC3207
Remote Similarity	0.6895	NPC137589
Remote Similarity	0.6886	NPC74360
Remote Similarity	0.6867	NPC194740
Remote Similarity	0.6866	NPC214106
Remote Similarity	0.6858	NPC118228
Remote Similarity	0.6856	NPC174760
Remote Similarity	0.6854	NPC154339
Remote Similarity	0.6852	NPC472293
Remote Similarity	0.6849	NPC278540
Remote Similarity	0.6849	NPC471944
Remote Similarity	0.6846	NPC311451
Remote Similarity	0.6842	NPC264285
Remote Similarity	0.6835	NPC472297
Remote Similarity	0.6835	NPC472296
Remote Similarity	0.6824	NPC478078
Remote Similarity	0.6824	NPC192712
Remote Similarity	0.682	NPC471782
Remote Similarity	0.682	NPC471583
Remote Similarity	0.682	NPC227582
Remote Similarity	0.6818	NPC476874
Remote Similarity	0.6816	NPC266249
Remote Similarity	0.6814	NPC229348
Remote Similarity	0.6814	NPC472291
Remote Similarity	0.6814	NPC473547
Remote Similarity	0.681	NPC117027
Remote Similarity	0.6809	NPC315062
Remote Similarity	0.6806	NPC474121
Remote Similarity	0.6804	NPC252338
Remote Similarity	0.6802	NPC45190
Remote Similarity	0.6798	NPC169402
Remote Similarity	0.6797	NPC16352
Remote Similarity	0.6791	NPC472292
Remote Similarity	0.679	NPC107836
Remote Similarity	0.6786	NPC478158
Remote Similarity	0.6784	NPC97388
Remote Similarity	0.6784	NPC478157
Remote Similarity	0.6783	NPC150239
Remote Similarity	0.6781	NPC24370
Remote Similarity	0.6781	NPC319232
Remote Similarity	0.678	NPC475720
Remote Similarity	0.678	NPC474192
Remote Similarity	0.6771	NPC249583
Remote Similarity	0.6771	NPC243850
Remote Similarity	0.6769	NPC184408
Remote Similarity	0.6767	NPC51388
Remote Similarity	0.6758	NPC74413
Remote Similarity	0.6756	NPC475165
Remote Similarity	0.6756	NPC303951
Remote Similarity	0.6754	NPC148183
Remote Similarity	0.6754	NPC469928
Remote Similarity	0.6754	NPC152768
Remote Similarity	0.6753	NPC280799
Remote Similarity	0.6752	NPC124920
Remote Similarity	0.6752	NPC118559
Remote Similarity	0.6752	NPC304307
Remote Similarity	0.6752	NPC34580
Remote Similarity	0.6751	NPC284888
Remote Similarity	0.6749	NPC8104
Remote Similarity	0.6745	NPC473189
Remote Similarity	0.6745	NPC282103
Remote Similarity	0.6742	NPC260900
Remote Similarity	0.6742	NPC474116
Remote Similarity	0.6742	NPC476073
Remote Similarity	0.6742	NPC162730
Remote Similarity	0.6741	NPC127677
Remote Similarity	0.6741	NPC258062
Remote Similarity	0.6738	NPC476818
Remote Similarity	0.6737	NPC474701
Remote Similarity	0.6729	NPC102338
Remote Similarity	0.6729	NPC63199
Remote Similarity	0.6729	NPC196251
Remote Similarity	0.6729	NPC473666
Remote Similarity	0.6729	NPC111602
Remote Similarity	0.6728	NPC19692
Remote Similarity	0.6728	NPC276517
Remote Similarity	0.6728	NPC220151
Remote Similarity	0.6727	NPC475151
Remote Similarity	0.6726	NPC250129
Remote Similarity	0.6726	NPC82053
Remote Similarity	0.6726	NPC23294
Remote Similarity	0.6726	NPC9894
Remote Similarity	0.6726	NPC313280
Remote Similarity	0.6723	NPC327769
Remote Similarity	0.6723	NPC100547
Remote Similarity	0.6714	NPC194040
Remote Similarity	0.6712	NPC98715
Remote Similarity	0.6712	NPC102008
Remote Similarity	0.6711	NPC116238
Remote Similarity	0.6711	NPC271862
Remote Similarity	0.6709	NPC132329
Remote Similarity	0.6709	NPC473506
Remote Similarity	0.6708	NPC81939
Remote Similarity	0.6708	NPC101350
Remote Similarity	0.6707	NPC14812
Remote Similarity	0.6699	NPC111275
Remote Similarity	0.6698	NPC314333
Remote Similarity	0.6698	NPC329858
Remote Similarity	0.6698	NPC83111
Remote Similarity	0.6698	NPC206967
Remote Similarity	0.6697	NPC245916
Remote Similarity	0.6697	NPC102592
Remote Similarity	0.6697	NPC79356
Remote Similarity	0.6696	NPC151976
Remote Similarity	0.6696	NPC476467
Remote Similarity	0.6696	NPC46225
Remote Similarity	0.6696	NPC247803
Remote Similarity	0.6696	NPC475778
Remote Similarity	0.6696	NPC96321
Remote Similarity	0.6696	NPC110182
Remote Similarity	0.6696	NPC87856
Remote Similarity	0.6696	NPC225821
Remote Similarity	0.6695	NPC95240
Remote Similarity	0.6695	NPC250807
Remote Similarity	0.6695	NPC322135

Drug Structure

NPD8160 OpenBabel08211713002D 50 55 0 0 1 0 0 0 0 0999 V2000 -7.0680 2.3813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5869 3.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6181 2.4673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0323 -3.4462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7182 -1.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7449 1.3668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7015 -0.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4752 2.8367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9656 2.8569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7843 2.5510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6863 1.8098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9955 1.5241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5931 -2.9570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2870 -2.6794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8975 0.7829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4445 -1.2505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9728 -1.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 1.4442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6957 0.7217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9737 1.9728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7217 -2.6957 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2239 -1.2518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2506 0.7223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1087 -0.2440 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.2515 2.1662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -2.5021 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7223 -1.2506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9737 1.1389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1389 -1.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3900 -1.2518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4168 0.7223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8343 1.4442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6959 -0.1125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8055 -0.6249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8743 -3.1416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4178 -0.5298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4442 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -1.6682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7223 -0.4168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2511 0.7219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9732 -0.5295 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7221 -1.2514 0.0000 N 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 2.6271 -0.6247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7677 -3.8813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5682 -2.8640 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2066 0.4972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2088 -0.3245 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7645 -0.2050 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1555 -3.3262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 20 1 0 0 0 0 5 22 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 10 1 0 0 0 0 9 25 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 14 35 1 0 0 0 0 15 47 1 0 0 0 0 16 27 1 0 0 0 0 16 34 1 0 0 0 0 17 29 1 0 0 0 0 17 30 2 3 0 0 0 18 31 1 0 0 0 0 18 32 2 3 0 0 0 19 28 1 0 0 0 0 19 33 2 3 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 21 4 1 6 0 0 0 21 26 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 22 36 2 0 0 0 0 23 31 2 0 0 0 0 23 37 1 0 0 0 0 24 36 1 0 0 0 0 24 47 1 0 0 0 0 25 32 1 0 0 0 0 26 13 1 1 0 0 0 26 38 1 0 0 0 0 27 38 2 3 0 0 0 27 39 1 0 0 0 0 28 40 2 0 0 0 0 29 42 2 0 0 0 0 30 41 1 0 0 0 0 31 43 1 0 0 0 0 32 40 1 0 0 0 0 33 36 1 0 0 0 0 33 41 1 0 0 0 0 34 37 1 0 0 0 0 34 44 2 0 0 0 0 35 45 2 0 0 0 0 35 46 1 0 0 0 0 37 39 2 0 0 0 0 38 42 1 0 0 0 0 39 43 1 0 0 0 0 41 48 1 0 0 0 0 43 49 1 0 0 0 0 46 50 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001972
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	636.37
ALogP	-0.1247
MLogP	4.87
XLogP	6.635
HDA	8
HBD	3
Rotatable Bonds	19
TPSA	120.96
RO5 Violation	2