NPASS drugs

Drug Information

Drug ID:	NPD3922
Drug Name:	Papaveretum
Molecular Formula:	C20H21NO4.C18H21NO3.C17H19NO3
Canonical SMILES:	O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O.COc1ccc2c3c1OC1[C@@]43CCN([C@H](C2)[C@@H]4C=C[C@@H]1O)C.COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC
Standard InCHI:	InChI=1S/C20H21NO4.C18H21NO3.C17H19NO3/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16;1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h5-8,10-12H,9H2,1-4H3;3-6,11-13,17,20H,7-9H2,1-2H3;2-5,10-11,13,16,19-20H,6-8H2,1H3/t;11-,12+,13-,17?,18-;10-,11+,13-,16-,17-/m.00/s1
Standard InCHIKey:	IAWXESBTFLIKNX-MMWHECRDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3922

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	410
0.1-0.2	1880
0.2-0.3	10163
0.3-0.4	2410
0.4-0.5	9971
0.5-0.6	3928
0.6-0.7	1722
0.7-0.8	342
0.8-0.85	29
0.85-0.9	17
0.9-0.95	13
0.95-1	5

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC195268
High Similarity	1.0	NPC133140
High Similarity	0.9548	NPC476582
High Similarity	0.9548	NPC4071
High Similarity	0.9548	NPC476578
High Similarity	0.9392	NPC36229
High Similarity	0.9392	NPC16452
High Similarity	0.9392	NPC476581
High Similarity	0.9385	NPC477019
High Similarity	0.9227	NPC31930
High Similarity	0.9185	NPC313189
High Similarity	0.9171	NPC234197
High Similarity	0.914	NPC290689
High Similarity	0.9043	NPC53069
High Similarity	0.9043	NPC202768
High Similarity	0.9043	NPC202605
High Similarity	0.9043	NPC112206
High Similarity	0.9043	NPC296482
High Similarity	0.8995	NPC236668
High Similarity	0.8978	NPC135549
High Similarity	0.8947	NPC146976
High Similarity	0.8942	NPC251160
High Similarity	0.8842	NPC96405
High Similarity	0.8842	NPC171409
High Similarity	0.8737	NPC188420
High Similarity	0.8736	NPC312872
High Similarity	0.8711	NPC473822
High Similarity	0.8698	NPC149471
High Similarity	0.8698	NPC271215
High Similarity	0.8629	NPC122463
High Similarity	0.8622	NPC174049
High Similarity	0.8557	NPC235076
High Similarity	0.852	NPC23614
High Similarity	0.852	NPC100079
High Similarity	0.8503	NPC287437
Intermediate Similarity	0.8442	NPC210434
Intermediate Similarity	0.8426	NPC204446
Intermediate Similarity	0.841	NPC162530
Intermediate Similarity	0.841	NPC266931
Intermediate Similarity	0.8384	NPC46451
Intermediate Similarity	0.8376	NPC473513
Intermediate Similarity	0.8374	NPC24019
Intermediate Similarity	0.8333	NPC323345
Intermediate Similarity	0.8333	NPC470164
Intermediate Similarity	0.8333	NPC201508
Intermediate Similarity	0.8306	NPC204385
Intermediate Similarity	0.8287	NPC206201
Intermediate Similarity	0.8259	NPC118121
Intermediate Similarity	0.8256	NPC470020
Intermediate Similarity	0.8252	NPC255800
Intermediate Similarity	0.8252	NPC96584
Intermediate Similarity	0.8241	NPC173080
Intermediate Similarity	0.8201	NPC224928
Intermediate Similarity	0.8164	NPC22481
Intermediate Similarity	0.8125	NPC90875
Intermediate Similarity	0.8122	NPC208284
Intermediate Similarity	0.8116	NPC233334
Intermediate Similarity	0.8107	NPC278525
Intermediate Similarity	0.8093	NPC285558
Intermediate Similarity	0.8086	NPC295228
Intermediate Similarity	0.8086	NPC108342
Intermediate Similarity	0.8048	NPC189903
Intermediate Similarity	0.8048	NPC182907
Intermediate Similarity	0.8009	NPC166722
Intermediate Similarity	0.799	NPC316981
Intermediate Similarity	0.7989	NPC141915
Intermediate Similarity	0.7989	NPC114335
Intermediate Similarity	0.7989	NPC280964
Intermediate Similarity	0.7979	NPC76748
Intermediate Similarity	0.7979	NPC176538
Intermediate Similarity	0.7952	NPC253675
Intermediate Similarity	0.7947	NPC307963
Intermediate Similarity	0.7937	NPC92111
Intermediate Similarity	0.7934	NPC119134
Intermediate Similarity	0.7926	NPC296527
Intermediate Similarity	0.7902	NPC280272
Intermediate Similarity	0.7898	NPC26850
Intermediate Similarity	0.7879	NPC82548
Intermediate Similarity	0.7865	NPC251090
Intermediate Similarity	0.7865	NPC177404
Intermediate Similarity	0.786	NPC15406
Intermediate Similarity	0.7857	NPC475774
Intermediate Similarity	0.785	NPC210296
Intermediate Similarity	0.7847	NPC469792
Intermediate Similarity	0.7846	NPC232727
Intermediate Similarity	0.7829	NPC476568
Intermediate Similarity	0.7824	NPC124313
Intermediate Similarity	0.7817	NPC274291
Intermediate Similarity	0.7817	NPC118832
Intermediate Similarity	0.7817	NPC47059
Intermediate Similarity	0.7817	NPC264166
Intermediate Similarity	0.7817	NPC329708
Intermediate Similarity	0.7817	NPC165349
Intermediate Similarity	0.7814	NPC84164
Intermediate Similarity	0.7814	NPC207283
Intermediate Similarity	0.78	NPC167860
Intermediate Similarity	0.78	NPC123976
Intermediate Similarity	0.7798	NPC270515
Intermediate Similarity	0.7796	NPC470474
Intermediate Similarity	0.7795	NPC315957
Intermediate Similarity	0.7784	NPC127085
Intermediate Similarity	0.776	NPC329541
Intermediate Similarity	0.775	NPC174758
Intermediate Similarity	0.7727	NPC26872
Intermediate Similarity	0.7716	NPC199277
Intermediate Similarity	0.7716	NPC135887
Intermediate Similarity	0.7714	NPC476997
Intermediate Similarity	0.7703	NPC470018
Intermediate Similarity	0.7685	NPC217554
Intermediate Similarity	0.768	NPC24954
Intermediate Similarity	0.768	NPC473053
Intermediate Similarity	0.7678	NPC476998
Intermediate Similarity	0.7678	NPC476996
Intermediate Similarity	0.7677	NPC476138
Intermediate Similarity	0.7677	NPC245816
Intermediate Similarity	0.767	NPC213530
Intermediate Similarity	0.767	NPC193267
Intermediate Similarity	0.7667	NPC74575
Intermediate Similarity	0.7661	NPC284141
Intermediate Similarity	0.7647	NPC183537
Intermediate Similarity	0.7642	NPC476999
Intermediate Similarity	0.7641	NPC267928
Intermediate Similarity	0.7638	NPC137929
Intermediate Similarity	0.7638	NPC164374
Intermediate Similarity	0.7634	NPC285941
Intermediate Similarity	0.763	NPC246381
Intermediate Similarity	0.763	NPC476994
Intermediate Similarity	0.7619	NPC284559
Intermediate Similarity	0.7617	NPC99666
Intermediate Similarity	0.761	NPC170114
Intermediate Similarity	0.7608	NPC322482
Intermediate Similarity	0.7606	NPC49547
Intermediate Similarity	0.7594	NPC472168
Intermediate Similarity	0.7593	NPC11408
Intermediate Similarity	0.7588	NPC223427
Intermediate Similarity	0.7585	NPC17565
Intermediate Similarity	0.7574	NPC174672
Intermediate Similarity	0.7569	NPC216816
Intermediate Similarity	0.7568	NPC77878
Intermediate Similarity	0.7566	NPC176127
Intermediate Similarity	0.7565	NPC469390
Intermediate Similarity	0.7562	NPC474595
Intermediate Similarity	0.7561	NPC470549
Intermediate Similarity	0.7558	NPC328750
Intermediate Similarity	0.7558	NPC188163
Intermediate Similarity	0.7558	NPC474915
Intermediate Similarity	0.7558	NPC213206
Intermediate Similarity	0.7549	NPC26679
Intermediate Similarity	0.7548	NPC54066
Intermediate Similarity	0.7539	NPC61350
Intermediate Similarity	0.7538	NPC66815
Intermediate Similarity	0.7537	NPC11464
Intermediate Similarity	0.7536	NPC200888
Intermediate Similarity	0.7536	NPC214980
Intermediate Similarity	0.7527	NPC118511
Intermediate Similarity	0.7525	NPC329747
Intermediate Similarity	0.7525	NPC329793
Intermediate Similarity	0.7525	NPC18348
Intermediate Similarity	0.7524	NPC274982
Intermediate Similarity	0.7513	NPC190461
Intermediate Similarity	0.7512	NPC304183
Intermediate Similarity	0.7512	NPC472111
Intermediate Similarity	0.75	NPC308906
Intermediate Similarity	0.75	NPC469440
Intermediate Similarity	0.75	NPC470017
Intermediate Similarity	0.75	NPC13880
Intermediate Similarity	0.75	NPC314682
Intermediate Similarity	0.7488	NPC469589
Intermediate Similarity	0.7488	NPC185782
Intermediate Similarity	0.7487	NPC289786
Intermediate Similarity	0.7486	NPC471178
Intermediate Similarity	0.7475	NPC193238
Intermediate Similarity	0.7465	NPC470022
Intermediate Similarity	0.7463	NPC210256
Intermediate Similarity	0.746	NPC287588
Intermediate Similarity	0.7459	NPC476518
Intermediate Similarity	0.7449	NPC131017
Intermediate Similarity	0.7441	NPC65277
Intermediate Similarity	0.7438	NPC476465
Intermediate Similarity	0.7437	NPC19872
Intermediate Similarity	0.7435	NPC62069
Intermediate Similarity	0.7435	NPC84478
Intermediate Similarity	0.7419	NPC121658
Intermediate Similarity	0.7419	NPC258773
Intermediate Similarity	0.7419	NPC14651
Intermediate Similarity	0.7413	NPC162484
Intermediate Similarity	0.7409	NPC66083
Intermediate Similarity	0.7396	NPC20249
Intermediate Similarity	0.7391	NPC132385
Intermediate Similarity	0.7389	NPC193777
Intermediate Similarity	0.7385	NPC476995
Intermediate Similarity	0.7376	NPC475070
Intermediate Similarity	0.7371	NPC476567
Intermediate Similarity	0.7371	NPC128019
Intermediate Similarity	0.7371	NPC136860
Intermediate Similarity	0.7368	NPC168486
Intermediate Similarity	0.7368	NPC222592
Intermediate Similarity	0.7366	NPC471304
Intermediate Similarity	0.7366	NPC134637
Intermediate Similarity	0.7361	NPC469554

Drug Structure

NPD3922 OpenBabel08211704332D 71 81 0 0 1 0 0 0 0 0999 V2000 0.4628 -6.0162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4628 -2.3139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4785 -2.3139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8754 -0.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8675 -4.6279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0659 -5.0907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0738 -4.6279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2722 -5.0907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6691 -3.2395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0659 -3.2395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8754 -3.2395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2722 -2.3139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8675 -3.7023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0738 -3.7023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2722 -3.2395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4707 -3.7023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2644 -4.6279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2644 -3.7023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8754 -2.3139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0738 -1.8512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4707 -4.6279 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4628 -5.0907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4628 -3.2395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6769 -1.8512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0738 -0.9256 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4041 -5.1539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0384 -0.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3947 -1.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3947 -5.2253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1566 -5.6652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1566 -1.2665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3947 -3.4656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8709 -3.4656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6328 -3.0262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3947 -2.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3947 -4.3455 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.6328 -3.9056 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9186 -5.2253 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.9186 -1.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1566 -3.0262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9186 -2.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9186 -4.3455 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 12.1566 -3.9056 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.8709 -4.3455 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.6805 -5.6652 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6805 -1.2665 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6581 -3.4656 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4628 -11.6329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4534 -8.1854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4534 -11.7043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2154 -7.7455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2153 -12.1442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4534 -9.9447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9296 -9.9447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6915 -9.5052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4534 -9.0653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4534 -10.8245 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6915 -10.3846 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9773 -8.1855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9773 -11.7043 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2154 -9.5052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9773 -9.0653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9773 -10.8245 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2154 -10.3846 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9296 -10.8245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7392 -7.7456 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7392 -12.1442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7168 -9.9447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.4059 -5.1673 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0971 -6.9418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4646 -11.6463 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 14 2 0 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 20 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 21 2 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 26 44 1 0 0 0 0 27 46 1 0 0 0 0 28 31 2 0 0 0 0 28 35 1 0 0 0 0 29 30 2 0 0 0 0 29 36 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 32 33 1 0 0 0 0 33 44 1 0 0 0 0 34 35 1 0 0 0 0 35 40 2 0 0 0 0 36 37 1 0 0 0 0 36 43 1 1 0 0 0 37 34 1 6 0 0 0 37 44 1 0 0 0 0 38 42 1 0 0 0 0 38 45 1 1 0 0 0 39 41 2 0 0 0 0 39 46 1 0 0 0 0 40 41 1 0 0 0 0 40 43 1 0 0 0 0 41 47 1 0 0 0 0 42 43 1 0 0 0 0 42 47 1 0 0 0 0 43 32 1 6 0 0 0 45 69 1 0 0 0 0 48 65 1 0 0 0 0 49 51 2 0 0 0 0 49 56 1 0 0 0 0 50 52 2 0 0 0 0 50 57 1 0 0 0 0 51 59 1 0 0 0 0 52 60 1 0 0 0 0 53 54 1 0 0 0 0 54 65 1 0 0 0 0 55 56 1 0 0 0 0 56 61 2 0 0 0 0 57 58 1 0 0 0 0 57 64 1 1 0 0 0 58 55 1 6 0 0 0 58 65 1 0 0 0 0 59 62 2 0 0 0 0 59 66 1 0 0 0 0 60 63 1 0 0 0 0 60 67 1 1 0 0 0 61 62 1 0 0 0 0 61 64 1 0 0 0 0 62 68 1 0 0 0 0 63 64 1 1 0 0 0 63 68 1 0 0 0 0 64 53 1 6 0 0 0 66 70 1 0 0 0 0 67 71 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	339.15
ALogP	0.114
MLogP	3.11
XLogP	3.363
HDA	1
HBD	0
Rotatable Bonds	10
TPSA	49.81
RO5 Violation	0