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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	130486
0.1-0.2	80897
0.2-0.3	232
0.3-0.4	88
0.4-0.5	24
0.5-0.6	7
0.6-0.7	3
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7283	NPC195457
Intermediate Similarity	0.7283	NPC560165
Intermediate Similarity	0.7283	NPC602089
Remote Similarity	0.6842	NPC547227
Remote Similarity	0.6531	NPC509452
Remote Similarity	0.6465	NPC572209
Remote Similarity	0.581	NPC542925
Remote Similarity	0.566	NPC268676
Remote Similarity	0.566	NPC574307
Remote Similarity	0.5566	NPC187255
Remote Similarity	0.5566	NPC587357
Remote Similarity	0.5321	NPC85702
Remote Similarity	0.5321	NPC597178

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	0
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