NPASS drugs

Drug Information

Drug ID:	NPD8459
Drug Name:	Vincristine Sulfate
Molecular Formula:	C46H56N4O10.H2O4S
Canonical SMILES:	OS(=O)(=O)O.O=CN1c2cc(OC)c(cc2[C@]23[C@@H]1[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@]1([C@@H]3N(CC2)CC=C1)CC)[C@]1(C[C@@H]2CN(CCc3c1[nH]c1c3cccc1)C[C@](C2)(O)CC)C(=O)OC
Standard InCHI:	"InChI=1S/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/m1./s1"
Standard InCHIKey:	AQTQHPDCURKLKT-JKDPCDLQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8459

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	95317
0.1-0.2	114179
0.2-0.3	2124
0.3-0.4	79
0.4-0.5	6
0.5-0.6	13
0.6-0.7	15
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	4

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
High Similarity	1.0	NPC489610
High Similarity	0.9677	NPC260909
High Similarity	0.9677	NPC94234
High Similarity	0.9677	NPC599819
Intermediate Similarity	0.7926	NPC328521
Intermediate Similarity	0.7183	NPC485509
Intermediate Similarity	0.7183	NPC612083
Remote Similarity	0.6901	NPC195788
Remote Similarity	0.6901	NPC104381
Remote Similarity	0.6901	NPC324460
Remote Similarity	0.6901	NPC237901
Remote Similarity	0.6901	NPC495838
Remote Similarity	0.6901	NPC496093
Remote Similarity	0.6901	NPC538376
Remote Similarity	0.6901	NPC586833
Remote Similarity	0.6901	NPC599800
Remote Similarity	0.6901	NPC605092
Remote Similarity	0.6301	NPC316127
Remote Similarity	0.6301	NPC597396
Remote Similarity	0.6014	NPC108849
Remote Similarity	0.6014	NPC584860
Remote Similarity	0.6	NPC29896
Remote Similarity	0.5855	NPC157671
Remote Similarity	0.5789	NPC509295
Remote Similarity	0.5789	NPC608514
Remote Similarity	0.5724	NPC277353
Remote Similarity	0.5724	NPC526605
Remote Similarity	0.5724	NPC535914
Remote Similarity	0.5724	NPC600057
Remote Similarity	0.5724	NPC600181
Remote Similarity	0.5419	NPC129871
Remote Similarity	0.5094	NPC481035
Remote Similarity	0.5031	NPC25232
Remote Similarity	0.5031	NPC270946
Remote Similarity	0.5031	NPC492313

Drug Structure

NPD8459 OpenBabel08211713022D 70 77 0 0 1 0 0 0 0 0999 V2000 -2.5943 2.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5889 -2.5932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1930 -1.0062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6239 3.0513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9700 3.5459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7020 0.2434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0615 1.1165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7164 -3.0819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4925 3.8665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7060 4.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6980 -3.8578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3508 2.8766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7779 4.1118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8198 0.8945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6491 -3.5488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1628 -0.5925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0451 -3.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9565 -0.0961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4250 -1.4015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0749 -0.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0312 1.1817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7629 -0.0647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0791 0.0115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 -1.2495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2690 -0.1210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8821 0.5499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2379 -2.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5464 -0.8726 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4227 2.5043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0783 1.5654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7178 -0.1913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3146 0.7666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6362 3.1219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2709 0.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2385 1.3627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0790 1.6028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1138 -1.9015 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9116 -0.7444 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5076 -2.0829 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8489 1.8181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1197 -0.4611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5295 0.2698 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8570 -2.5707 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1138 -0.9015 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2895 0.9891 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5319 -1.2702 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8058 2.5648 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4245 -0.9429 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.1628 -2.2105 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 2.0087 0.0629 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8971 1.5498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1255 -2.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8464 1.7481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7130 0.4524 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0622 1.1539 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7998 -0.4800 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0563 2.3183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4107 2.7169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1142 -0.5657 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3952 -2.5436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9199 -0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9600 -1.9199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9199 -2.8799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8799 -1.9199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9199 -1.9199 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8670 2.9091 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5943 2.0006 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8398 -0.4800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7512 -0.4800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4800 -1.0886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 27 1 0 0 0 0 4 57 1 0 0 0 0 5 58 1 0 0 0 0 6 59 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 15 2 0 0 0 0 11 17 1 0 0 0 0 12 29 2 0 0 0 0 13 33 2 0 0 0 0 14 18 1 0 0 0 0 14 30 1 0 0 0 0 15 43 1 0 0 0 0 16 19 1 0 0 0 0 17 49 1 0 0 0 0 18 48 1 0 0 0 0 19 49 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 34 2 0 0 0 0 21 35 1 0 0 0 0 22 42 1 0 0 0 0 23 28 1 0 0 0 0 23 45 1 0 0 0 0 24 28 1 0 0 0 0 24 48 1 0 0 0 0 25 42 1 0 0 0 0 25 48 1 0 0 0 0 26 50 1 0 0 0 0 26 51 2 0 0 0 0 27 52 2 0 0 0 0 27 60 1 0 0 0 0 28 22 1 1 0 0 0 29 30 1 0 0 0 0 29 33 1 0 0 0 0 30 36 2 0 0 0 0 31 34 1 0 0 0 0 31 44 1 0 0 0 0 32 35 2 0 0 0 0 32 45 1 0 0 0 0 33 47 1 0 0 0 0 34 50 1 0 0 0 0 35 57 1 0 0 0 0 36 45 1 0 0 0 0 36 47 1 0 0 0 0 37 43 1 6 0 0 0 37 44 1 0 0 0 0 37 49 1 0 0 0 0 38 44 1 1 0 0 0 38 46 1 0 0 0 0 38 50 1 0 0 0 0 39 43 1 6 0 0 0 39 46 1 0 0 0 0 39 60 1 0 0 0 0 40 53 2 0 0 0 0 40 58 1 0 0 0 0 41 54 2 0 0 0 0 41 59 1 0 0 0 0 42 7 1 6 0 0 0 42 55 1 0 0 0 0 43 8 1 1 0 0 0 44 16 1 6 0 0 0 45 40 1 6 0 0 0 46 41 1 1 0 0 0 46 56 1 0 0 0 0 47 66 1 0 0 0 0 55 67 1 0 0 0 0 56 68 1 0 0 0 0 61 65 1 0 0 0 0 61 69 1 0 0 0 0 62 65 1 0 0 0 0 62 70 1 0 0 0 0 63 65 2 0 0 0 0 64 65 2 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	824.4
ALogP	-2.7746
MLogP	4.98
XLogP	3.564
HDA	13
HBD	3
Rotatable Bonds	19
TPSA	171.17
RO5 Violation	2