NPASS drugs

Drug Information

Drug ID:	NPD31
Drug Name:	Quinine Sulfate
Molecular Formula:	2C20H24N2O2.H2O4S.2H2O
Canonical SMILES:	OS(=O)(=O)O.C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O.C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O.O.O
Standard InCHI:	"InChI=1S/2C20H24N2O2.H2O4S.2H2O/c21-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;;/h23-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4);21H2/t213-,14-,19-,20+;;;/m00.../s1"
Standard InCHIKey:	ZHNFLHYOFXQIOW-LPYZJUEESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD31

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	78156
0.1-0.2	130859
0.2-0.3	2676
0.3-0.4	13
0.4-0.5	4
0.5-0.6	7
0.6-0.7	12
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	6
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	0.9242	NPC118832
High Similarity	0.9242	NPC323216
High Similarity	0.9242	NPC329708
High Similarity	0.9242	NPC600335
High Similarity	0.9242	NPC612041
High Similarity	0.9242	NPC612068
Intermediate Similarity	0.7857	NPC165349
Intermediate Similarity	0.7857	NPC47059
Intermediate Similarity	0.7857	NPC324027
Intermediate Similarity	0.7857	NPC524941
Intermediate Similarity	0.7857	NPC610890
Remote Similarity	0.6712	NPC203754
Remote Similarity	0.6712	NPC150048
Remote Similarity	0.6712	NPC39142
Remote Similarity	0.6712	NPC593604
Remote Similarity	0.6712	NPC602282
Remote Similarity	0.6712	NPC603090
Remote Similarity	0.6622	NPC242808
Remote Similarity	0.6622	NPC322558
Remote Similarity	0.6447	NPC276917
Remote Similarity	0.6447	NPC227320
Remote Similarity	0.6282	NPC251430
Remote Similarity	0.6282	NPC288611
Remote Similarity	0.575	NPC169000
Remote Similarity	0.575	NPC125707
Remote Similarity	0.5584	NPC284856
Remote Similarity	0.5584	NPC317308
Remote Similarity	0.5513	NPC567483
Remote Similarity	0.5513	NPC610661
Remote Similarity	0.5422	NPC181631

Drug Structure

NPD31 OpenBabel08201723032D 63 66 0 0 1 0 0 0 0 0999 V2000 1.1903 -3.3037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7636 -0.4950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8151 -3.4710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3477 -2.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3478 -3.2383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9721 -4.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -3.2387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7641 -5.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1799 -2.3242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5960 -3.2389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7638 -2.3240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0646 -2.4271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0646 -3.1360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3881 -3.6961 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.5557 -1.8667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9720 -3.6958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7639 -3.2385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5559 -3.6956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5959 -2.3244 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8038 -1.8672 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5560 -4.6101 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3879 -1.8669 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.4070 -1.0433 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5556 -0.9522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2990 -2.9808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6694 -0.4950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7210 -3.4710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2536 -2.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2537 -3.2383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8779 -4.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0859 -3.2387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6700 -5.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0858 -2.3242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5018 -3.2389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6696 -2.3240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9704 -2.4271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9705 -3.1360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2940 -3.6961 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 14.4615 -1.8667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8778 -3.6958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6697 -3.2385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4618 -3.6956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5017 -2.3244 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.7097 -1.8672 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 14.4619 -4.6101 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2938 -1.8669 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 8.7952 -1.8673 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.4614 -0.9522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4750 -8.5425 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4850 -7.5525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4950 -8.5425 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4850 -9.5325 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4850 -8.5425 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.1952 -7.5525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8174 -7.5525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4950 -0.9751 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3378 -1.0754 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9700 -9.3999 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3424 -7.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0526 -7.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3378 -7.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6748 -7.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9600 -7.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 2 24 1 0 0 0 0 4 5 2 0 0 0 0 4 15 1 0 0 0 0 5 18 1 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 22 1 0 0 0 0 13 3 1 1 0 0 0 13 14 1 0 0 0 0 14 7 1 1 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 18 21 2 0 0 0 0 19 20 1 0 0 0 0 19 22 1 1 0 0 0 20 16 1 1 0 0 0 20 23 1 0 0 0 0 23 56 1 0 0 0 0 25 27 2 0 0 0 0 26 48 1 0 0 0 0 28 29 2 0 0 0 0 28 39 1 0 0 0 0 29 42 1 0 0 0 0 30 32 2 0 0 0 0 30 40 1 0 0 0 0 31 33 1 0 0 0 0 32 45 1 0 0 0 0 33 46 1 0 0 0 0 34 38 1 0 0 0 0 34 43 1 0 0 0 0 35 39 2 0 0 0 0 35 41 1 0 0 0 0 36 37 1 0 0 0 0 36 46 1 0 0 0 0 37 27 1 1 0 0 0 37 38 1 0 0 0 0 38 31 1 1 0 0 0 39 48 1 0 0 0 0 40 41 2 0 0 0 0 41 42 1 0 0 0 0 42 45 2 0 0 0 0 43 44 1 0 0 0 0 43 46 1 1 0 0 0 44 40 1 6 0 0 0 44 47 1 0 0 0 0 47 57 1 0 0 0 0 49 53 1 0 0 0 0 49 58 1 0 0 0 0 50 53 1 0 0 0 0 50 59 1 0 0 0 0 51 53 2 0 0 0 0 52 53 2 0 0 0 0 54 60 1 0 0 0 0 54 61 1 0 0 0 0 55 62 1 0 0 0 0 55 63 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	324.18
ALogP	-0.5136
MLogP	3.22
XLogP	2.662
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	45.59
RO5 Violation	0