NPASS drugs

Drug Information

Drug ID:	NPD8312
Drug Name:
Molecular Formula:	C42H38O20
Canonical SMILES:	OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2c([C@@H]3[C@@H]3c4cc(cc(c4C(=O)c4c3cccc4O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)C(=O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	"InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26+,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1"
Standard InCHIKey:	IPQVTOJGNYVQEO-AIFLABODSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8312

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	83853
0.1-0.2	110435
0.2-0.3	14689
0.3-0.4	2379
0.4-0.5	334
0.5-0.6	21
0.6-0.7	5
0.7-0.8	2
0.8-0.85	2
0.85-0.9	2
0.9-0.95	0
0.95-1	7

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	NPC76112
High Similarity	1.0	NPC170018
High Similarity	1.0	NPC92403
High Similarity	1.0	NPC66820
High Similarity	1.0	NPC264505
High Similarity	1.0	NPC173856
High Similarity	1.0	NPC564126
High Similarity	0.8667	NPC43812
High Similarity	0.8667	NPC179969
Intermediate Similarity	0.8158	NPC57465
Intermediate Similarity	0.8125	NPC270485
Intermediate Similarity	0.7778	NPC5869
Intermediate Similarity	0.7778	NPC514960
Remote Similarity	0.6829	NPC320207
Remote Similarity	0.6829	NPC172216
Remote Similarity	0.6316	NPC153500
Remote Similarity	0.6154	NPC471233
Remote Similarity	0.6154	NPC520816
Remote Similarity	0.5814	NPC36959
Remote Similarity	0.5783	NPC95198
Remote Similarity	0.5783	NPC16676
Remote Similarity	0.5783	NPC548381
Remote Similarity	0.5714	NPC44220
Remote Similarity	0.5714	NPC569680
Remote Similarity	0.5663	NPC603889
Remote Similarity	0.557	NPC278329
Remote Similarity	0.55	NPC101116
Remote Similarity	0.55	NPC241602
Remote Similarity	0.5278	NPC221903
Remote Similarity	0.527	NPC47094
Remote Similarity	0.527	NPC322752
Remote Similarity	0.527	NPC549160
Remote Similarity	0.527	NPC551893
Remote Similarity	0.507	NPC140201
Remote Similarity	0.507	NPC490454
Remote Similarity	0.507	NPC499624
Remote Similarity	0.5068	NPC319500
Remote Similarity	0.5068	NPC610059
Remote Similarity	0.5057	NPC607703

Drug Structure

NPD8312 OpenBabel08211713012D 74 81 0 0 1 0 0 0 0 0999 V2000 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.3923 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -13.8564 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 21 2 0 0 0 0 6 22 2 0 0 0 0 7 13 2 0 0 0 0 7 17 1 0 0 0 0 8 14 2 0 0 0 0 8 18 1 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 14 1 0 0 0 0 10 20 2 0 0 0 0 11 43 1 0 0 0 0 12 44 1 0 0 0 0 13 39 1 0 0 0 0 14 40 1 0 0 0 0 15 29 2 0 0 0 0 16 30 2 0 0 0 0 17 25 1 0 0 0 0 17 27 2 0 0 0 0 18 26 1 0 0 0 0 18 28 2 0 0 0 0 19 27 1 0 0 0 0 19 45 1 0 0 0 0 20 28 1 0 0 0 0 20 46 1 0 0 0 0 21 29 1 0 0 0 0 21 59 1 0 0 0 0 22 30 1 0 0 0 0 22 60 1 0 0 0 0 23 11 1 6 0 0 0 23 31 1 0 0 0 0 23 61 1 0 0 0 0 24 12 1 6 0 0 0 24 32 1 0 0 0 0 24 62 1 0 0 0 0 25 15 1 1 0 0 0 25 26 1 0 0 0 0 26 16 1 6 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 31 47 1 1 0 0 0 32 36 1 0 0 0 0 32 48 1 1 0 0 0 33 49 2 0 0 0 0 34 50 2 0 0 0 0 35 37 1 0 0 0 0 35 51 1 6 0 0 0 36 38 1 0 0 0 0 36 52 1 6 0 0 0 37 41 1 0 0 0 0 37 53 1 1 0 0 0 38 42 1 0 0 0 0 38 54 1 1 0 0 0 39 55 2 0 0 0 0 39 56 1 0 0 0 0 40 57 2 0 0 0 0 40 58 1 0 0 0 0 41 59 1 6 0 0 0 41 61 1 0 0 0 0 42 60 1 6 0 0 0 42 62 1 0 0 0 0 43 63 1 0 0 0 0 44 64 1 0 0 0 0 45 65 1 0 0 0 0 46 66 1 0 0 0 0 47 67 1 0 0 0 0 48 68 1 0 0 0 0 51 69 1 0 0 0 0 52 70 1 0 0 0 0 53 71 1 0 0 0 0 54 72 1 0 0 0 0 56 73 1 0 0 0 0 58 74 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001632
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	91440
ChEBI
CAS Number

Drug Properties

Molecular Weight	862.2
ALogP	-6.3452
MLogP	3.88
XLogP	0.662
HDA	16
HBD	12
Rotatable Bonds	21
TPSA	347.96
RO5 Violation	2