NPASS drugs

Drug Information

Drug ID:	NPD8465
Drug Name:	Vinblastine Sulfate
Molecular Formula:	C46H58N4O9.H2O4S
Canonical SMILES:	OS(=O)(=O)O.COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)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/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1"
Standard InCHIKey:	KDQAABAKXDWYSZ-PNYVAJAMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8465

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	92376
0.1-0.2	117008
0.2-0.3	2234
0.3-0.4	73
0.4-0.5	6
0.5-0.6	4
0.6-0.7	13
0.7-0.8	7
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	12

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	NPC485509
High Similarity	1.0	NPC612083
High Similarity	0.9667	NPC195788
High Similarity	0.9667	NPC104381
High Similarity	0.9667	NPC324460
High Similarity	0.9667	NPC237901
High Similarity	0.9667	NPC495838
High Similarity	0.9667	NPC496093
High Similarity	0.9667	NPC538376
High Similarity	0.9667	NPC586833
High Similarity	0.9667	NPC599800
High Similarity	0.9667	NPC605092
Intermediate Similarity	0.8492	NPC108849
Intermediate Similarity	0.8492	NPC584860
Intermediate Similarity	0.8231	NPC157671
Intermediate Similarity	0.814	NPC316127
Intermediate Similarity	0.814	NPC597396
Intermediate Similarity	0.8015	NPC509295
Intermediate Similarity	0.8015	NPC608514
Intermediate Similarity	0.7939	NPC277353
Intermediate Similarity	0.7939	NPC526605
Intermediate Similarity	0.7939	NPC535914
Intermediate Similarity	0.7939	NPC600057
Intermediate Similarity	0.7939	NPC600181
Intermediate Similarity	0.7183	NPC489610
Intermediate Similarity	0.7101	NPC481035
Remote Similarity	0.6906	NPC25232
Remote Similarity	0.6906	NPC492313
Remote Similarity	0.6901	NPC260909
Remote Similarity	0.6901	NPC94234
Remote Similarity	0.6901	NPC599819
Remote Similarity	0.6786	NPC302688
Remote Similarity	0.6786	NPC129871
Remote Similarity	0.6786	NPC599845
Remote Similarity	0.6761	NPC270946
Remote Similarity	0.6714	NPC475430
Remote Similarity	0.6714	NPC567664
Remote Similarity	0.619	NPC328521
Remote Similarity	0.6164	NPC29896
Remote Similarity	0.5762	NPC481036
Remote Similarity	0.5157	NPC475620
Remote Similarity	0.5157	NPC501114
Remote Similarity	0.5113	NPC515686

Drug Structure

NPD8465 OpenBabel08211713022D 69 76 0 0 1 0 0 0 0 0999 V2000 -2.5641 2.0262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6191 -2.5676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2232 -0.9806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9123 0.5755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6541 3.0769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9398 3.5715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7322 0.2689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0314 1.1421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7466 -3.0563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4623 3.8921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6758 4.5097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7282 -3.8322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3206 2.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7477 4.1374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7896 0.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6792 -3.5232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1930 -0.5669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0150 -3.1631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9263 -0.0706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3948 -1.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0447 0.0152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0614 1.2073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7327 -0.0391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0490 0.0371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4425 -1.2239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2388 -0.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2681 -1.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5162 -0.8470 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3925 2.5299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0482 1.5910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7480 -0.1658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2844 0.7922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6061 3.1475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3011 0.4303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2687 1.3883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0489 1.6284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1440 -1.8759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9418 -0.7188 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5378 -2.0573 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8187 1.8436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1499 -0.4356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4993 0.2954 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8872 -2.5451 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1440 -0.8759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2593 1.0147 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5621 -1.2446 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7756 2.5904 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0389 0.0885 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3943 -0.9173 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.1930 -2.1850 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.1557 -2.4403 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8162 1.7737 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7431 0.4780 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0321 1.1795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7971 -0.4797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0261 2.3438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3805 2.7425 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1444 -0.5401 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4254 -2.5180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3986 -1.9189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4391 -0.9594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4797 -1.9189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4391 -2.8783 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4391 -1.9189 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8368 2.9347 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5641 2.0262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8377 -0.4797 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8783 -2.7497 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2700 -0.4797 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 27 1 0 0 0 0 4 48 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 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 29 2 0 0 0 0 14 33 2 0 0 0 0 15 19 1 0 0 0 0 15 30 1 0 0 0 0 16 43 1 0 0 0 0 17 20 1 0 0 0 0 18 50 1 0 0 0 0 19 49 1 0 0 0 0 20 50 1 0 0 0 0 21 31 2 0 0 0 0 21 32 1 0 0 0 0 22 34 2 0 0 0 0 22 35 1 0 0 0 0 23 42 1 0 0 0 0 24 28 1 0 0 0 0 24 45 1 0 0 0 0 25 28 1 0 0 0 0 25 49 1 0 0 0 0 26 42 1 0 0 0 0 26 49 1 0 0 0 0 27 51 2 0 0 0 0 27 59 1 0 0 0 0 28 23 1 6 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 48 1 0 0 0 0 35 56 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 50 1 0 0 0 0 38 44 1 1 0 0 0 38 46 1 0 0 0 0 38 48 1 0 0 0 0 39 43 1 6 0 0 0 39 46 1 0 0 0 0 39 59 1 0 0 0 0 40 52 2 0 0 0 0 40 57 1 0 0 0 0 41 53 2 0 0 0 0 41 58 1 0 0 0 0 42 8 1 6 0 0 0 42 54 1 0 0 0 0 43 9 1 1 0 0 0 44 17 1 6 0 0 0 45 40 1 6 0 0 0 46 41 1 1 0 0 0 46 55 1 0 0 0 0 47 65 1 0 0 0 0 54 66 1 0 0 0 0 55 67 1 0 0 0 0 60 64 1 0 0 0 0 60 68 1 0 0 0 0 61 64 1 0 0 0 0 61 69 1 0 0 0 0 62 64 2 0 0 0 0 63 64 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	810.42
ALogP	-1.9554
MLogP	5.09
XLogP	4.011
HDA	12
HBD	3
Rotatable Bonds	19
TPSA	154.1
RO5 Violation	1