NPASS drugs

Drug Information

Drug ID:	NPD8427
Drug Name:	Vinorelbin Ditartrate
Molecular Formula:	C45H54N4O8.2C4H6O6
Canonical SMILES:	OC(C(C(=O)O)O)C(=O)O.OC(C(C(=O)O)O)C(=O)O.CCC1=C[C@@H]2CN(C1)Cc1c3ccccc3[nH]c1[C@@](C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C
Standard InCHI:	"InChI=1S/C45H54N4O8.2C4H6O6/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7;25-1(3(7)8)2(6)4(9)10/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3;21-2,5-6H,(H,7,8)(H,9,10)/t28-,37-,38+,39+,42+,43+,44-,45-;;/m0../s1"
Standard InCHIKey:	CILBMBUYJCWATM-UDRBCWGGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8427

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	86969
0.1-0.2	122867
0.2-0.3	1831
0.3-0.4	24
0.4-0.5	12
0.5-0.6	9
0.6-0.7	24
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
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
High Similarity	0.9274	NPC302688
High Similarity	0.9274	NPC599845
Intermediate Similarity	0.791	NPC509295
Intermediate Similarity	0.791	NPC608514
Remote Similarity	0.6944	NPC485509
Remote Similarity	0.6944	NPC612083
Remote Similarity	0.6929	NPC108849
Remote Similarity	0.6929	NPC584860
Remote Similarity	0.6783	NPC195788
Remote Similarity	0.6783	NPC104381
Remote Similarity	0.6783	NPC324460
Remote Similarity	0.6783	NPC237901
Remote Similarity	0.6783	NPC495838
Remote Similarity	0.6783	NPC496093
Remote Similarity	0.6783	NPC538376
Remote Similarity	0.6783	NPC586833
Remote Similarity	0.6783	NPC599800
Remote Similarity	0.6783	NPC605092
Remote Similarity	0.6736	NPC157671
Remote Similarity	0.6713	NPC277353
Remote Similarity	0.6713	NPC526605
Remote Similarity	0.6713	NPC535914
Remote Similarity	0.6713	NPC600057
Remote Similarity	0.6713	NPC600181
Remote Similarity	0.6483	NPC25232
Remote Similarity	0.6483	NPC492313
Remote Similarity	0.6133	NPC270946
Remote Similarity	0.6107	NPC481035
Remote Similarity	0.5828	NPC129871
Remote Similarity	0.5762	NPC316127
Remote Similarity	0.5762	NPC597396
Remote Similarity	0.5455	NPC475430
Remote Similarity	0.5455	NPC567664
Remote Similarity	0.5031	NPC481036
Remote Similarity	0.5031	NPC475620
Remote Similarity	0.5031	NPC501114
Remote Similarity	0.503	NPC489610

Drug Structure

NPD8427 OpenBabel08211713022D 87 93 0 0 1 0 0 0 0 0999 V2000 -0.4106 2.2171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6902 -1.1284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2944 0.4586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9835 2.0147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7252 4.5161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5713 5.0718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8033 1.7081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0908 1.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8177 -1.6171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4488 -1.7911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4987 -1.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7993 -2.3930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1994 -1.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6956 -0.4910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7504 -2.0840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2641 0.8723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0562 -1.7239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3237 0.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2487 2.5083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0264 1.4544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1326 2.6465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0037 3.0326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5784 1.0637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5683 2.0495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5852 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3392 -0.5404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0657 1.7066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9896 2.8651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0025 -0.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5993 0.6525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8192 1.2735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2132 2.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0550 0.1698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3722 1.8695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3398 2.8275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0207 1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2152 -0.4367 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0130 0.7204 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6089 -0.6181 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6489 3.3415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2210 1.0036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9583 -1.1059 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2152 0.5633 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1882 2.4539 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6332 0.1946 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0662 1.1697 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1100 1.5277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4008 1.0637 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.2641 -0.7458 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.2268 -1.0011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6479 3.3863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8143 1.9172 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4363 -5.8312 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0451 3.7830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1106 4.1842 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2155 0.8991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4965 -1.0788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8172 -1.9325 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.9804 -2.4156 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 10.6540 -2.4156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1436 -1.9325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8172 -0.9662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9804 -3.3818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6540 -3.3818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4908 -1.9325 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1436 -0.9662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3069 -2.4156 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8303 -1.9325 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9935 -2.4156 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.6670 -2.4156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1567 -1.9325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8303 -0.9662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9935 -3.3818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6670 -3.3818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5038 -1.9325 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1567 -0.9662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3199 -2.4156 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7362 1.7665 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4701 -5.8312 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6540 -0.4831 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8172 -3.8649 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4908 -0.9662 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4701 -1.9325 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6670 -0.4831 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8303 -3.8649 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5038 -0.9662 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4831 -1.9325 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 26 1 0 0 0 0 4 47 1 0 0 0 0 5 54 1 0 0 0 0 6 55 1 0 0 0 0 7 56 1 0 0 0 0 8 27 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 15 2 0 0 0 0 12 17 1 0 0 0 0 13 29 2 0 0 0 0 14 33 2 0 0 0 0 15 42 1 0 0 0 0 16 18 1 0 0 0 0 17 49 1 0 0 0 0 18 49 1 0 0 0 0 19 27 2 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 28 1 0 0 0 0 22 44 1 0 0 0 0 23 27 1 0 0 0 0 23 48 1 0 0 0 0 24 28 1 0 0 0 0 24 48 1 0 0 0 0 25 30 1 0 0 0 0 25 48 1 0 0 0 0 26 50 2 0 0 0 0 26 57 1 0 0 0 0 28 19 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 43 1 0 0 0 0 32 35 2 0 0 0 0 32 44 1 0 0 0 0 33 46 1 0 0 0 0 34 47 1 0 0 0 0 35 54 1 0 0 0 0 36 44 1 0 0 0 0 36 46 1 0 0 0 0 37 42 1 6 0 0 0 37 43 1 0 0 0 0 37 49 1 0 0 0 0 38 43 1 1 0 0 0 38 45 1 0 0 0 0 38 47 1 0 0 0 0 39 42 1 6 0 0 0 39 45 1 0 0 0 0 39 57 1 0 0 0 0 40 51 2 0 0 0 0 40 55 1 0 0 0 0 41 52 2 0 0 0 0 41 56 1 0 0 0 0 42 9 1 1 0 0 0 43 16 1 6 0 0 0 44 40 1 1 0 0 0 45 41 1 1 0 0 0 45 53 1 0 0 0 0 46 78 1 0 0 0 0 53 79 1 0 0 0 0 58 59 1 0 0 0 0 58 60 1 0 0 0 0 58 62 1 0 0 0 0 59 61 1 0 0 0 0 59 63 1 0 0 0 0 60 64 2 0 0 0 0 60 65 1 0 0 0 0 61 66 2 0 0 0 0 61 67 1 0 0 0 0 62 80 1 0 0 0 0 63 81 1 0 0 0 0 65 82 1 0 0 0 0 67 83 1 0 0 0 0 68 69 1 0 0 0 0 68 70 1 0 0 0 0 68 72 1 0 0 0 0 69 71 1 0 0 0 0 69 73 1 0 0 0 0 70 74 2 0 0 0 0 70 75 1 0 0 0 0 71 76 2 0 0 0 0 71 77 1 0 0 0 0 72 84 1 0 0 0 0 73 85 1 0 0 0 0 75 86 1 0 0 0 0 77 87 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	778.39
ALogP	-0.7124
MLogP	5.09
XLogP	3.903
HDA	11
HBD	2
Rotatable Bonds	18
TPSA	133.87
RO5 Violation	1