NPASS drugs

Drug Information

Drug ID:	NPD7953
Drug Name:	Dihydroergocristine
Molecular Formula:	C35H41N5O5
Canonical SMILES:	CN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=N[C@@]1(O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O)C(C)C)O
Standard InCHI:	InChI=1S/C35H41N5O5/c1-20(2)34(37-31(41)23-16-25-24-11-7-12-26-30(24)22(18-36-26)17-27(25)38(3)19-23)33(43)40-28(15-21-9-5-4-6-10-21)32(42)39-14-8-13-29(39)35(40,44)45-34/h4-7,9-12,18,20,23,25,27-29,36,44H,8,13-17,19H2,1-3H3,(H,37,41)/t23-,25-,27-,28+,29+,34-,35+/m1/s1
Standard InCHIKey:	DEQITUUQPICUMR-HJPBWRTMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7953

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	334
0.1-0.2	1660
0.2-0.3	9671
0.3-0.4	14344
0.4-0.5	1893
0.5-0.6	1553
0.6-0.7	1136
0.7-0.8	283
0.8-0.85	13
0.85-0.9	0
0.9-0.95	1
0.95-1	2

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	0.9522	NPC191382
High Similarity	0.9522	NPC56109
High Similarity	0.9282	NPC155444
Intermediate Similarity	0.8472	NPC477714
Intermediate Similarity	0.8357	NPC478158
Intermediate Similarity	0.8341	NPC477715
Intermediate Similarity	0.8333	NPC478157
Intermediate Similarity	0.8317	NPC171317
Intermediate Similarity	0.8271	NPC162860
Intermediate Similarity	0.8263	NPC54420
Intermediate Similarity	0.8219	NPC281049
Intermediate Similarity	0.8157	NPC75634
Intermediate Similarity	0.8107	NPC213629
Intermediate Similarity	0.8018	NPC107077
Intermediate Similarity	0.8018	NPC223791
Intermediate Similarity	0.801	NPC94752
Intermediate Similarity	0.7982	NPC475969
Intermediate Similarity	0.7982	NPC475859
Intermediate Similarity	0.7965	NPC475338
Intermediate Similarity	0.7965	NPC909
Intermediate Similarity	0.7955	NPC54744
Intermediate Similarity	0.7944	NPC475506
Intermediate Similarity	0.7939	NPC470730
Intermediate Similarity	0.7939	NPC477175
Intermediate Similarity	0.7934	NPC293917
Intermediate Similarity	0.793	NPC476491
Intermediate Similarity	0.7917	NPC473376
Intermediate Similarity	0.7907	NPC155143
Intermediate Similarity	0.7887	NPC473640
Intermediate Similarity	0.7879	NPC325976
Intermediate Similarity	0.787	NPC165743
Intermediate Similarity	0.7851	NPC475258
Intermediate Similarity	0.7835	NPC323752
Intermediate Similarity	0.7828	NPC31385
Intermediate Similarity	0.7828	NPC75726
Intermediate Similarity	0.7828	NPC110602
Intermediate Similarity	0.7812	NPC473310
Intermediate Similarity	0.7799	NPC17059
Intermediate Similarity	0.7783	NPC326363
Intermediate Similarity	0.7778	NPC478029
Intermediate Similarity	0.7773	NPC117244
Intermediate Similarity	0.7773	NPC473763
Intermediate Similarity	0.7767	NPC100321
Intermediate Similarity	0.7749	NPC474877
Intermediate Similarity	0.7746	NPC472846
Intermediate Similarity	0.7742	NPC476874
Intermediate Similarity	0.7742	NPC193761
Intermediate Similarity	0.7738	NPC475422
Intermediate Similarity	0.7729	NPC319232
Intermediate Similarity	0.7729	NPC24370
Intermediate Similarity	0.7727	NPC87755
Intermediate Similarity	0.7723	NPC470731
Intermediate Similarity	0.7719	NPC64216
Intermediate Similarity	0.7713	NPC473757
Intermediate Similarity	0.7713	NPC475602
Intermediate Similarity	0.7706	NPC470729
Intermediate Similarity	0.7706	NPC477176
Intermediate Similarity	0.7692	NPC478028
Intermediate Similarity	0.7682	NPC477065
Intermediate Similarity	0.7682	NPC63279
Intermediate Similarity	0.7678	NPC321708
Intermediate Similarity	0.7672	NPC477177
Intermediate Similarity	0.7667	NPC235684
Intermediate Similarity	0.7656	NPC228835
Intermediate Similarity	0.765	NPC297642
Intermediate Similarity	0.7644	NPC472027
Intermediate Similarity	0.7642	NPC95783
Intermediate Similarity	0.7632	NPC471506
Intermediate Similarity	0.7623	NPC320968
Intermediate Similarity	0.7578	NPC126066
Intermediate Similarity	0.7564	NPC89987
Intermediate Similarity	0.7523	NPC166492
Intermediate Similarity	0.7523	NPC473362
Intermediate Similarity	0.75	NPC476073
Intermediate Similarity	0.749	NPC478009
Intermediate Similarity	0.749	NPC478010
Intermediate Similarity	0.7489	NPC63031
Intermediate Similarity	0.7489	NPC470732
Intermediate Similarity	0.7489	NPC251936
Intermediate Similarity	0.7479	NPC69843
Intermediate Similarity	0.7468	NPC476492
Intermediate Similarity	0.7464	NPC11126
Intermediate Similarity	0.7464	NPC248041
Intermediate Similarity	0.7464	NPC126709
Intermediate Similarity	0.7464	NPC283219
Intermediate Similarity	0.7457	NPC19170
Intermediate Similarity	0.745	NPC315467
Intermediate Similarity	0.7448	NPC472207
Intermediate Similarity	0.7446	NPC312942
Intermediate Similarity	0.7446	NPC327095
Intermediate Similarity	0.7436	NPC297862
Intermediate Similarity	0.7434	NPC471193
Intermediate Similarity	0.7434	NPC153980
Intermediate Similarity	0.7434	NPC6865
Intermediate Similarity	0.7434	NPC471194
Intermediate Similarity	0.7431	NPC227582
Intermediate Similarity	0.7429	NPC91179
Intermediate Similarity	0.7416	NPC84827
Intermediate Similarity	0.7416	NPC145885
Intermediate Similarity	0.7416	NPC14113
Intermediate Similarity	0.7414	NPC40455
Intermediate Similarity	0.7409	NPC79129
Intermediate Similarity	0.7409	NPC49196
Intermediate Similarity	0.7409	NPC249150
Intermediate Similarity	0.7409	NPC252338
Intermediate Similarity	0.7409	NPC195461
Intermediate Similarity	0.7409	NPC313985
Intermediate Similarity	0.7409	NPC81654
Intermediate Similarity	0.7406	NPC165495
Intermediate Similarity	0.7403	NPC474896
Intermediate Similarity	0.7397	NPC265576
Intermediate Similarity	0.7389	NPC72956
Intermediate Similarity	0.7381	NPC219336
Intermediate Similarity	0.7381	NPC213468
Intermediate Similarity	0.7376	NPC300183
Intermediate Similarity	0.7371	NPC253987
Intermediate Similarity	0.7371	NPC31097
Intermediate Similarity	0.7368	NPC250835
Intermediate Similarity	0.7368	NPC267885
Intermediate Similarity	0.7364	NPC184225
Intermediate Similarity	0.7364	NPC74413
Intermediate Similarity	0.7362	NPC33949
Intermediate Similarity	0.7359	NPC272174
Intermediate Similarity	0.7358	NPC153400
Intermediate Similarity	0.7356	NPC161861
Intermediate Similarity	0.7356	NPC314603
Intermediate Similarity	0.735	NPC472762
Intermediate Similarity	0.7349	NPC478006
Intermediate Similarity	0.7346	NPC469896
Intermediate Similarity	0.7342	NPC260900
Intermediate Similarity	0.7333	NPC41679
Intermediate Similarity	0.7333	NPC183662
Intermediate Similarity	0.7333	NPC59269
Intermediate Similarity	0.7333	NPC15573
Intermediate Similarity	0.7333	NPC217372
Intermediate Similarity	0.733	NPC160105
Intermediate Similarity	0.7328	NPC314882
Intermediate Similarity	0.7327	NPC47190
Intermediate Similarity	0.7326	NPC472845
Intermediate Similarity	0.7324	NPC472294
Intermediate Similarity	0.7321	NPC203468
Intermediate Similarity	0.7321	NPC110500
Intermediate Similarity	0.7321	NPC149155
Intermediate Similarity	0.7321	NPC469938
Intermediate Similarity	0.7318	NPC50503
Intermediate Similarity	0.7317	NPC14812
Intermediate Similarity	0.7313	NPC82370
Intermediate Similarity	0.7311	NPC70155
Intermediate Similarity	0.7308	NPC474196
Intermediate Similarity	0.7306	NPC471564
Intermediate Similarity	0.7306	NPC11445
Intermediate Similarity	0.729	NPC15102
Intermediate Similarity	0.7289	NPC323927
Intermediate Similarity	0.7284	NPC477109
Intermediate Similarity	0.7284	NPC477108
Intermediate Similarity	0.7284	NPC477107
Intermediate Similarity	0.7269	NPC175474
Intermediate Similarity	0.7265	NPC476817
Intermediate Similarity	0.7261	NPC471192
Intermediate Similarity	0.7261	NPC36405
Intermediate Similarity	0.726	NPC195239
Intermediate Similarity	0.726	NPC157828
Intermediate Similarity	0.7252	NPC470497
Intermediate Similarity	0.7249	NPC229348
Intermediate Similarity	0.7248	NPC472113
Intermediate Similarity	0.7244	NPC475288
Intermediate Similarity	0.7243	NPC201831
Intermediate Similarity	0.7243	NPC17487
Intermediate Similarity	0.724	NPC470499
Intermediate Similarity	0.724	NPC52557
Intermediate Similarity	0.7238	NPC323198
Intermediate Similarity	0.7235	NPC469501
Intermediate Similarity	0.7235	NPC472112
Intermediate Similarity	0.7235	NPC469470
Intermediate Similarity	0.7234	NPC235885
Intermediate Similarity	0.722	NPC28945
Intermediate Similarity	0.7218	NPC476493
Intermediate Similarity	0.7217	NPC313640
Intermediate Similarity	0.7212	NPC63751
Intermediate Similarity	0.721	NPC474195
Intermediate Similarity	0.7209	NPC478012
Intermediate Similarity	0.7209	NPC308931
Intermediate Similarity	0.7209	NPC99939
Intermediate Similarity	0.7209	NPC478011
Intermediate Similarity	0.7205	NPC263117
Intermediate Similarity	0.7205	NPC125181
Intermediate Similarity	0.7205	NPC475778
Intermediate Similarity	0.7205	NPC242872
Intermediate Similarity	0.7202	NPC472097
Intermediate Similarity	0.7198	NPC475736
Intermediate Similarity	0.7198	NPC174788
Intermediate Similarity	0.7196	NPC472108
Intermediate Similarity	0.7196	NPC139291
Intermediate Similarity	0.7196	NPC143533
Intermediate Similarity	0.7196	NPC19679
Intermediate Similarity	0.7195	NPC471891
Intermediate Similarity	0.7193	NPC234999
Intermediate Similarity	0.7186	NPC203614
Intermediate Similarity	0.7182	NPC289299
Intermediate Similarity	0.7182	NPC57994

Drug Structure

NPD7953 OpenBabel08211712032D 48 55 0 0 1 0 0 0 0 0999 V2000 -2.0562 -0.5129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4288 -1.0584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1599 3.5232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1216 5.2566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1644 5.5132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3780 4.2994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6069 -0.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2169 -0.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4636 4.8126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6772 3.5988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7913 -0.2928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4223 -0.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2381 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3720 0.5337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0192 3.1547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1603 0.6487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7912 2.5323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4225 2.5323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3445 2.0613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0850 -0.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7200 3.8553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6070 2.0614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3446 1.1195 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7914 0.6487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9758 1.1197 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4225 0.6489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9757 2.0615 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2756 2.1975 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7883 0.2830 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6068 1.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4864 0.6239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2327 1.9409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4148 1.5488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7701 0.6237 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8312 0.5396 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.2380 1.1198 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6282 1.1193 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1600 2.5323 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4891 0.9837 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5748 1.4968 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4866 -0.3670 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9335 2.6415 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9544 2.3800 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4547 -0.2306 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 -9.1908 0.8645 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6284 -0.8626 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0995 -1.1557 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 38 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 24 1 0 0 0 0 12 26 2 0 0 0 0 13 29 1 0 0 0 0 14 39 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 18 22 2 0 0 0 0 18 36 1 0 0 0 0 19 23 1 0 0 0 0 19 38 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 6 0 0 0 24 25 1 0 0 0 0 24 30 2 0 0 0 0 25 16 1 6 0 0 0 25 27 1 0 0 0 0 26 30 1 0 0 0 0 26 36 1 0 0 0 0 27 17 1 1 0 0 0 27 38 1 0 0 0 0 28 15 1 1 0 0 0 28 32 1 0 0 0 0 28 40 1 0 0 0 0 29 35 1 1 0 0 0 29 39 1 0 0 0 0 31 37 2 3 0 0 0 31 41 1 0 0 0 0 32 39 1 0 0 0 0 32 42 2 0 0 0 0 33 34 1 0 0 0 0 33 40 1 0 0 0 0 33 43 2 0 0 0 0 34 20 1 6 0 0 0 34 37 1 0 0 0 0 34 45 1 0 0 0 0 35 40 1 0 0 0 0 35 44 1 1 0 0 0 35 45 1 0 0 0 0 36 46 1 0 0 0 0 41 47 1 0 0 0 0 44 48 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	611.31
ALogP	-1.9625
MLogP	4.21
XLogP	4.983
HDA	10
HBD	3
Rotatable Bonds	10
TPSA	121.7
RO5 Violation	0