NPASS drugs

Drug Information

Drug ID:	NPD6902
Drug Name:	Calcipotriene
Molecular Formula:	C27H40O3
Canonical SMILES:	O[C@H]1C[C@H](O)C(=C)/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H](C2CC2)O)C)C)/C1
Standard InCHI:	InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1
Standard InCHIKey:	LWQQLNNNIPYSNX-UROSTWAQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6902

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	102
0.1-0.2	731
0.2-0.3	3118
0.3-0.4	9021
0.4-0.5	9264
0.5-0.6	5876
0.6-0.7	2341
0.7-0.8	396
0.8-0.85	34
0.85-0.9	6
0.9-0.95	1
0.95-1	0

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	0.9103	NPC324772
High Similarity	0.8987	NPC320525
High Similarity	0.8765	NPC320548
High Similarity	0.8667	NPC9161
High Similarity	0.8667	NPC49422
High Similarity	0.8533	NPC167272
High Similarity	0.8533	NPC269877
Intermediate Similarity	0.8415	NPC50964
Intermediate Similarity	0.8333	NPC27395
Intermediate Similarity	0.8333	NPC329090
Intermediate Similarity	0.8313	NPC470384
Intermediate Similarity	0.8293	NPC209620
Intermediate Similarity	0.8293	NPC23852
Intermediate Similarity	0.8228	NPC328104
Intermediate Similarity	0.8228	NPC319090
Intermediate Similarity	0.8171	NPC234193
Intermediate Similarity	0.8125	NPC315261
Intermediate Similarity	0.8118	NPC470360
Intermediate Similarity	0.8095	NPC113978
Intermediate Similarity	0.809	NPC310013
Intermediate Similarity	0.8072	NPC470383
Intermediate Similarity	0.8072	NPC264245
Intermediate Similarity	0.8068	NPC204188
Intermediate Similarity	0.8068	NPC329596
Intermediate Similarity	0.8068	NPC3345
Intermediate Similarity	0.8068	NPC291484
Intermediate Similarity	0.8068	NPC80561
Intermediate Similarity	0.8068	NPC11216
Intermediate Similarity	0.8049	NPC109546
Intermediate Similarity	0.8049	NPC28862
Intermediate Similarity	0.8049	NPC143182
Intermediate Similarity	0.8049	NPC84694
Intermediate Similarity	0.8049	NPC47982
Intermediate Similarity	0.8049	NPC81306
Intermediate Similarity	0.8023	NPC299068
Intermediate Similarity	0.8023	NPC152808
Intermediate Similarity	0.8023	NPC6391
Intermediate Similarity	0.8023	NPC261266
Intermediate Similarity	0.8023	NPC293287
Intermediate Similarity	0.8	NPC238485
Intermediate Similarity	0.8	NPC205845
Intermediate Similarity	0.7978	NPC97404
Intermediate Similarity	0.7978	NPC275671
Intermediate Similarity	0.7978	NPC41554
Intermediate Similarity	0.7976	NPC101462
Intermediate Similarity	0.7976	NPC49964
Intermediate Similarity	0.7955	NPC470361
Intermediate Similarity	0.7952	NPC164840
Intermediate Similarity	0.7952	NPC209944
Intermediate Similarity	0.7952	NPC241290
Intermediate Similarity	0.7927	NPC474216
Intermediate Similarity	0.7927	NPC87604
Intermediate Similarity	0.7927	NPC18603
Intermediate Similarity	0.7927	NPC307965
Intermediate Similarity	0.7927	NPC76931
Intermediate Similarity	0.7901	NPC244488
Intermediate Similarity	0.7901	NPC247325
Intermediate Similarity	0.7882	NPC82623
Intermediate Similarity	0.7882	NPC475789
Intermediate Similarity	0.7875	NPC306727
Intermediate Similarity	0.7857	NPC47761
Intermediate Similarity	0.7857	NPC249423
Intermediate Similarity	0.7848	NPC471662
Intermediate Similarity	0.7841	NPC67872
Intermediate Similarity	0.7831	NPC30986
Intermediate Similarity	0.7831	NPC209430
Intermediate Similarity	0.7816	NPC269058
Intermediate Similarity	0.7816	NPC71520
Intermediate Similarity	0.7805	NPC34019
Intermediate Similarity	0.7791	NPC474493
Intermediate Similarity	0.7791	NPC231310
Intermediate Similarity	0.7791	NPC185568
Intermediate Similarity	0.7778	NPC69383
Intermediate Similarity	0.7778	NPC313179
Intermediate Similarity	0.7778	NPC171148
Intermediate Similarity	0.7765	NPC202389
Intermediate Similarity	0.7765	NPC296701
Intermediate Similarity	0.7765	NPC189972
Intermediate Similarity	0.7765	NPC218616
Intermediate Similarity	0.7753	NPC138974
Intermediate Similarity	0.7753	NPC101886
Intermediate Similarity	0.7738	NPC96362
Intermediate Similarity	0.7738	NPC26117
Intermediate Similarity	0.7727	NPC149224
Intermediate Similarity	0.7722	NPC189745
Intermediate Similarity	0.7711	NPC473943
Intermediate Similarity	0.7701	NPC266511
Intermediate Similarity	0.7701	NPC274448
Intermediate Similarity	0.7683	NPC253190
Intermediate Similarity	0.7683	NPC321016
Intermediate Similarity	0.7683	NPC107059
Intermediate Similarity	0.7683	NPC113733
Intermediate Similarity	0.7683	NPC321381
Intermediate Similarity	0.7683	NPC471658
Intermediate Similarity	0.7674	NPC134481
Intermediate Similarity	0.7674	NPC474634
Intermediate Similarity	0.7674	NPC317458
Intermediate Similarity	0.7667	NPC295668
Intermediate Similarity	0.7667	NPC14380
Intermediate Similarity	0.7667	NPC192437
Intermediate Similarity	0.7667	NPC245410
Intermediate Similarity	0.7667	NPC470390
Intermediate Similarity	0.7667	NPC270511
Intermediate Similarity	0.7647	NPC474759
Intermediate Similarity	0.7647	NPC82986
Intermediate Similarity	0.7647	NPC474752
Intermediate Similarity	0.7647	NPC474683
Intermediate Similarity	0.7647	NPC474731
Intermediate Similarity	0.7647	NPC476646
Intermediate Similarity	0.7647	NPC7505
Intermediate Similarity	0.764	NPC474668
Intermediate Similarity	0.764	NPC4574
Intermediate Similarity	0.764	NPC212596
Intermediate Similarity	0.764	NPC133588
Intermediate Similarity	0.7634	NPC103165
Intermediate Similarity	0.7634	NPC288970
Intermediate Similarity	0.7634	NPC210717
Intermediate Similarity	0.7625	NPC469343
Intermediate Similarity	0.7614	NPC139724
Intermediate Similarity	0.7614	NPC94462
Intermediate Similarity	0.7609	NPC65402
Intermediate Similarity	0.7609	NPC127718
Intermediate Similarity	0.7609	NPC144202
Intermediate Similarity	0.7609	NPC477605
Intermediate Similarity	0.759	NPC155986
Intermediate Similarity	0.759	NPC318495
Intermediate Similarity	0.759	NPC198968
Intermediate Similarity	0.759	NPC91594
Intermediate Similarity	0.759	NPC31037
Intermediate Similarity	0.7586	NPC474047
Intermediate Similarity	0.7564	NPC68703
Intermediate Similarity	0.7564	NPC69649
Intermediate Similarity	0.7561	NPC471468
Intermediate Similarity	0.7561	NPC22105
Intermediate Similarity	0.7561	NPC134847
Intermediate Similarity	0.7561	NPC288035
Intermediate Similarity	0.7561	NPC136188
Intermediate Similarity	0.7561	NPC285893
Intermediate Similarity	0.7561	NPC304309
Intermediate Similarity	0.7561	NPC32832
Intermediate Similarity	0.7561	NPC28657
Intermediate Similarity	0.7561	NPC162742
Intermediate Similarity	0.7561	NPC230301
Intermediate Similarity	0.7558	NPC1272
Intermediate Similarity	0.7558	NPC87489
Intermediate Similarity	0.7558	NPC470614
Intermediate Similarity	0.7553	NPC261807
Intermediate Similarity	0.7532	NPC19569
Intermediate Similarity	0.7531	NPC68443
Intermediate Similarity	0.7531	NPC474140
Intermediate Similarity	0.7528	NPC475313
Intermediate Similarity	0.7528	NPC304083
Intermediate Similarity	0.7527	NPC8774
Intermediate Similarity	0.75	NPC477522
Intermediate Similarity	0.75	NPC65897
Intermediate Similarity	0.75	NPC157257
Intermediate Similarity	0.75	NPC34834
Intermediate Similarity	0.75	NPC27531
Intermediate Similarity	0.75	NPC167891
Intermediate Similarity	0.75	NPC302041
Intermediate Similarity	0.75	NPC476314
Intermediate Similarity	0.75	NPC477514
Intermediate Similarity	0.75	NPC83351
Intermediate Similarity	0.75	NPC85346
Intermediate Similarity	0.7471	NPC477818
Intermediate Similarity	0.747	NPC240604
Intermediate Similarity	0.747	NPC134330
Intermediate Similarity	0.747	NPC129165
Intermediate Similarity	0.747	NPC300324
Intermediate Similarity	0.7468	NPC160209
Intermediate Similarity	0.7468	NPC224532
Intermediate Similarity	0.7468	NPC167527
Intermediate Similarity	0.7447	NPC227583
Intermediate Similarity	0.7447	NPC276103
Intermediate Similarity	0.7447	NPC12103
Intermediate Similarity	0.7447	NPC98457
Intermediate Similarity	0.7447	NPC54248
Intermediate Similarity	0.7444	NPC470542
Intermediate Similarity	0.7444	NPC475605
Intermediate Similarity	0.7444	NPC280556
Intermediate Similarity	0.7444	NPC2158
Intermediate Similarity	0.7442	NPC471661
Intermediate Similarity	0.7439	NPC469534
Intermediate Similarity	0.7439	NPC471659
Intermediate Similarity	0.7439	NPC471797
Intermediate Similarity	0.7439	NPC469593
Intermediate Similarity	0.7439	NPC469533
Intermediate Similarity	0.7436	NPC149680
Intermediate Similarity	0.7419	NPC474690
Intermediate Similarity	0.7419	NPC209662
Intermediate Similarity	0.7416	NPC6605
Intermediate Similarity	0.7416	NPC201273
Intermediate Similarity	0.7412	NPC472463
Intermediate Similarity	0.7412	NPC328714
Intermediate Similarity	0.7407	NPC242001
Intermediate Similarity	0.7403	NPC110241
Intermediate Similarity	0.7403	NPC309300
Intermediate Similarity	0.7386	NPC124172
Intermediate Similarity	0.7386	NPC209802
Intermediate Similarity	0.7386	NPC127606

Drug Structure

NPD6902 OpenBabel08211710072D 33 36 0 0 1 0 0 0 0 0999 V2000 -2.0303 -0.4898 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 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3904 1.2044 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 -1.6984 4.5188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6494 4.8278 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 -0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0814 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 -1.7213 0.4612 0.0000 C 0 0 2 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4415 3.8496 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 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7505 2.8986 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7287 2.6907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0377 1.7396 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 18 2 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 19 1 0 0 0 0 6 13 2 0 0 0 0 6 17 1 0 0 0 0 7 10 1 0 0 0 0 7 19 2 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 14 27 1 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 16 22 1 0 0 0 0 16 26 1 0 0 0 0 17 1 1 6 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 22 28 1 6 0 0 0 23 27 1 1 0 0 0 24 27 1 1 0 0 0 25 13 1 1 0 0 0 25 29 1 0 0 0 0 26 30 1 1 0 0 0 27 3 1 1 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000292
DrugBank	DB02300
ChEMBL	CHEMBL1200666
IUPHAR/BPS	2778
PharmaGKB	PA448714
KEGG Drug	D01125
PubChem CID	5288783
ChEBI	50749
CAS Number	112965-21-6

Drug Properties

Molecular Weight	412.30
ALogP	0.5599
MLogP	4.1
XLogP	5.82
HDA	3
HBD	3
Rotatable Bonds	10
TPSA	60.69
RO5 Violation	1