NPASS drugs

Drug Information

Drug ID:	NPD8460
Drug Name:	Vincristine
Molecular Formula:	C46H56N4O10
Canonical SMILES:	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/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/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1"
Standard InCHIKey:	OGWKCGZFUXNPDA-XQKSVPLYSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8460

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	100136
0.1-0.2	109506
0.2-0.3	1960
0.3-0.4	97
0.4-0.5	4
0.5-0.6	14
0.6-0.7	8
0.7-0.8	10
0.8-0.85	1
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	NPC260909
High Similarity	1.0	NPC94234
High Similarity	1.0	NPC599819
High Similarity	0.9677	NPC489610
Intermediate Similarity	0.803	NPC328521
Intermediate Similarity	0.7101	NPC195788
Intermediate Similarity	0.7101	NPC104381
Intermediate Similarity	0.7101	NPC324460
Intermediate Similarity	0.7101	NPC237901
Intermediate Similarity	0.7101	NPC495838
Intermediate Similarity	0.7101	NPC496093
Intermediate Similarity	0.7101	NPC538376
Intermediate Similarity	0.7101	NPC586833
Intermediate Similarity	0.7101	NPC599800
Intermediate Similarity	0.7101	NPC605092
Remote Similarity	0.6901	NPC485509
Remote Similarity	0.6901	NPC612083
Remote Similarity	0.6479	NPC316127
Remote Similarity	0.6479	NPC597396
Remote Similarity	0.6181	NPC108849
Remote Similarity	0.6181	NPC584860
Remote Similarity	0.6164	NPC29896
Remote Similarity	0.6014	NPC157671
Remote Similarity	0.5946	NPC509295
Remote Similarity	0.5946	NPC608514
Remote Similarity	0.5878	NPC277353
Remote Similarity	0.5878	NPC526605
Remote Similarity	0.5878	NPC535914
Remote Similarity	0.5878	NPC600057
Remote Similarity	0.5878	NPC600181
Remote Similarity	0.5461	NPC129871
Remote Similarity	0.5226	NPC481035
Remote Similarity	0.5161	NPC25232
Remote Similarity	0.5161	NPC492313
Remote Similarity	0.5159	NPC270946
Remote Similarity	0.5097	NPC475430
Remote Similarity	0.5097	NPC567664

Drug Structure

NPD8460 OpenBabel08211713022D 63 71 0 0 1 0 0 0 0 0999 V2000 -2.5507 1.7572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6325 -2.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2366 -1.2496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6675 2.8079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9264 3.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7456 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0180 0.8731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7600 -3.3253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4489 3.6231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6624 4.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7416 -4.1012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3072 2.6332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7343 3.8684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7762 0.6511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6926 -3.7922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2064 -0.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0016 -3.4321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9129 -0.3395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3814 -1.6449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0313 -0.2538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0748 0.9384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7193 -0.3081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0356 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4291 -1.4929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2254 -0.3644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9257 0.3065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2815 -2.2486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5028 -1.1160 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3791 2.2609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0348 1.3220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7614 -0.4347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2710 0.5232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5927 2.8785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3145 0.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2821 1.1193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0355 1.3594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1574 -2.1449 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9552 -0.9878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5512 -2.3263 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8053 1.5747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1633 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4859 0.0264 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9006 -2.8141 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1574 -1.1449 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2459 0.7457 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5755 -1.5135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7622 2.3214 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3809 -1.1863 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.2064 -2.4539 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 2.0523 -0.1805 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9407 1.3064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1691 -2.7093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8028 1.5047 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7565 0.2090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0187 0.9105 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9566 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0127 2.0749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3671 2.4736 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1578 -0.8091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4388 -2.7870 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8234 2.6657 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5507 1.7572 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 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 46 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 56 1 6 0 0 0 47 61 1 0 0 0 0 55 62 1 0 0 0 0 56 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000114
DrugBank	DB00541
ChEMBL	CHEMBL90555
IUPHAR/BPS	6785
PharmaGKB	PA451879
KEGG Drug	D08679
PubChem CID	5978
ChEBI	28445
CAS Number	57-22-7

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