NPASS drugs

Drug Information

Drug ID:	NPD8426
Drug Name:	Vinflunine
Molecular Formula:	C45H54F2N4O8
Canonical SMILES:	COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@H]2CN(Cc5c1[nH]c1c5cccc1)C[C@@H](C2)C(F)(F)C)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1
Standard InCHI:	"InChI=1S/C45H54F2N4O8/c1-8-42-14-11-16-51-17-15-43(36(42)51)30-19-31(34(56-5)20-33(30)49(4)37(43)45(55,40(54)58-7)38(42)59-25(2)52)44(39(53)57-6)21-26-18-27(41(3,46)47)23-50(22-26)24-29-28-12-9-10-13-32(28)48-35(29)44/h9-14,19-20,26-27,36-38,48,55H,8,15-18,21-24H2,1-7H3/t26-,27+,36-,37+,38+,42+,43+,44-,45-/m0/s1"
Standard InCHIKey:	NMDYYWFGPIMTKO-KLCPSUAYSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8426

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	102957
0.1-0.2	107016
0.2-0.3	1697
0.3-0.4	21
0.4-0.5	12
0.5-0.6	9
0.6-0.7	14
0.7-0.8	14
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	0.7907	NPC302688
Intermediate Similarity	0.7907	NPC599845
Intermediate Similarity	0.7481	NPC108849
Intermediate Similarity	0.7481	NPC584860
Intermediate Similarity	0.7059	NPC195788
Intermediate Similarity	0.7059	NPC104381
Intermediate Similarity	0.7059	NPC324460
Intermediate Similarity	0.7059	NPC237901
Intermediate Similarity	0.7059	NPC495838
Intermediate Similarity	0.7059	NPC496093
Intermediate Similarity	0.7059	NPC538376
Intermediate Similarity	0.7059	NPC586833
Intermediate Similarity	0.7059	NPC599800
Intermediate Similarity	0.7059	NPC605092
Remote Similarity	0.6884	NPC157671
Remote Similarity	0.6861	NPC277353
Remote Similarity	0.6861	NPC526605
Remote Similarity	0.6861	NPC535914
Remote Similarity	0.6861	NPC600057
Remote Similarity	0.6861	NPC600181
Remote Similarity	0.6857	NPC485509
Remote Similarity	0.6857	NPC612083
Remote Similarity	0.6812	NPC509295
Remote Similarity	0.6812	NPC608514
Remote Similarity	0.65	NPC25232
Remote Similarity	0.65	NPC492313
Remote Similarity	0.6224	NPC481035
Remote Similarity	0.6138	NPC270946
Remote Similarity	0.5862	NPC316127
Remote Similarity	0.5862	NPC597396
Remote Similarity	0.5822	NPC129871
Remote Similarity	0.5541	NPC475430
Remote Similarity	0.5541	NPC567664
Remote Similarity	0.5294	NPC481036
Remote Similarity	0.529	NPC475620
Remote Similarity	0.529	NPC501114
Remote Similarity	0.5038	NPC515686

Drug Structure

NPD8426 OpenBabel08211713022D 61 69 0 0 1 0 0 0 0 0999 V2000 3.5310 -2.1841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1351 -0.5971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1919 2.0692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8242 0.9590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5660 3.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7305 4.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6441 0.6525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6585 -2.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6081 -2.8467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3394 -2.5271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6401 -3.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3587 -2.1860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5364 -1.5466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5911 -3.1397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1049 -0.1834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1031 -2.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4829 -0.9924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9712 1.8094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1328 0.3987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9733 1.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1630 1.9769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7275 0.9939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3009 0.3648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7445 -0.5707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -1.5961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1489 1.8094 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4839 1.1665 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1618 -1.2056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7586 -0.4032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6599 0.2178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3725 1.1757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2142 -0.8859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2130 0.8139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1806 1.7718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1799 0.4124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0559 -1.4924 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8537 -0.3353 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4497 -1.6738 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8081 2.2858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0618 -0.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4588 1.3890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7991 -2.1615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0559 -0.4924 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3474 1.3983 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4740 -0.8610 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2363 2.3639 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.1390 0.6560 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.2255 0.1141 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9508 0.4720 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5600 0.0080 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.1049 -1.8014 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.0676 -2.0567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8071 2.3306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6550 0.8615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9545 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1142 2.7274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2698 3.1286 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0563 -0.1565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3373 -2.1344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5769 0.7109 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 25 1 0 0 0 0 3 41 1 0 0 0 0 4 49 1 0 0 0 0 5 56 1 0 0 0 0 6 57 1 0 0 0 0 7 58 1 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 28 2 0 0 0 0 13 32 2 0 0 0 0 14 42 1 0 0 0 0 15 17 1 0 0 0 0 16 51 1 0 0 0 0 17 51 1 0 0 0 0 18 27 1 0 0 0 0 19 30 2 0 0 0 0 19 31 1 0 0 0 0 20 33 2 0 0 0 0 20 34 1 0 0 0 0 21 26 1 0 0 0 0 21 44 1 0 0 0 0 22 26 1 0 0 0 0 22 50 1 0 0 0 0 23 27 1 0 0 0 0 23 50 1 0 0 0 0 24 29 1 0 0 0 0 24 50 1 0 0 0 0 25 52 2 0 0 0 0 25 59 1 0 0 0 0 26 18 1 1 0 0 0 27 41 1 6 0 0 0 28 29 1 0 0 0 0 28 32 1 0 0 0 0 29 35 2 0 0 0 0 30 33 1 0 0 0 0 30 43 1 0 0 0 0 31 34 2 0 0 0 0 31 44 1 0 0 0 0 32 48 1 0 0 0 0 33 49 1 0 0 0 0 34 56 1 0 0 0 0 35 44 1 0 0 0 0 35 48 1 0 0 0 0 36 42 1 6 0 0 0 36 43 1 0 0 0 0 36 51 1 0 0 0 0 37 43 1 1 0 0 0 37 45 1 0 0 0 0 37 49 1 0 0 0 0 38 42 1 6 0 0 0 38 45 1 0 0 0 0 38 59 1 0 0 0 0 39 53 2 0 0 0 0 39 57 1 0 0 0 0 40 54 2 0 0 0 0 40 58 1 0 0 0 0 41 46 1 0 0 0 0 41 47 1 0 0 0 0 42 8 1 1 0 0 0 43 15 1 6 0 0 0 44 39 1 1 0 0 0 45 40 1 6 0 0 0 45 55 1 0 0 0 0 48 60 1 0 0 0 0 55 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	816.39
ALogP	-0.9923
MLogP	4.87
XLogP	5.086
HDA	11
HBD	2
Rotatable Bonds	20
TPSA	133.87
RO5 Violation	2